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1809249-37-3

  • Product NameremdesivirGS-441524
  • Molecular FormulaC27H35N6O8P
  • Molecular Weight602.584
  • Purity99%
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  • CasNo： 1809249-37-3
  • Molecular Formula： C27H35N6O8P
  • Purity： 99%

Factory Supply remdesivirGS-441524 1809249-37-3 Sale with Cheap Price

  • Molecular Formula:C27H35N6O8P
  • Molecular Weight:602.584
  • PSA：213.36000 
  • Density:1.47±0.1 g/cm3(Predicted) 
  • LogP:3.28428 

Remdesivir(Cas 1809249-37-3) Usage

Remdesivir, also known as GS-5734, is an antiviral drug, a novel nucleotide analog prodrug. It was developed by Gilead Sciences as a treatment for filovirus infections such as Ebola virus disease and Marburg virus, though it has subsequently also been found to show reasonable antiviral activity against more distantly related viruses such as respiratory syncytial virus, Junin virus, Lassa fever virus, and MERS-coronavirus. GS-5734 was rapidly pushed through clinical trials due to the 2013–2016 West African Ebola virus epidemic crisis, eventually being used in at least one human patient despite its early development stage at the time. Preliminary results have been promising, and further clinical trials are planned. Remdesivir is a nucleoside analogue, with effective antiviral activity, with EC50s of 74 nM for ARS-CoV and MERS-CoV in HAE cells, and 30 nM for murine hepatitis virus in delayed brain tumor cells. 

 

1809249-37-3 Relevant articles

Total synthesis of remdesivir

Kumar Palli, Kishore,Ghosh, Palash,Krishna Avula, Shiva,Sridhara Shanmukha Rao,Patil, Amol D.,Ghosh, Subhash,Sudhakar, Gangarajula,Raji Reddy, Chada,Mainkar, Prathama S.,Chandrasekhar, Srivari

supporting information, (2021/12/20)

Remdesivir, the first drug approved by t...

Practical Remdesivir Synthesis through One-Pot Organocatalyzed Asymmetric (S)-P-Phosphoramidation

Gannedi, Veeranjaneyulu,Villuri, Bharath Kumar,Reddy, Sivakumar N.,Ku, Chiao-Chu,Wong, Chi-Huey,Hung, Shang-Cheng

, p. 4977 - 4985 (2021/04/02)

Remdesivir, an inhibitor of RNA-dependen...

Preparation method of ridecevir compound

-

, (2021/08/07)

The invention belongs to the field of me...

Preparation method of high-purity Remdesivir

-

Paragraph 0041-0054, (2021/06/23)

The invention belongs to the field of me...

1809249-37-3 Process route

2,3,5-tri-O-benzyl-D-ribofuranose
16838-89-4

2,3,5-tri-O-benzyl-D-ribofuranose

(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
1809249-37-3,1911578-75-0

(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
2.2: 0.17 h / -78 °C / Inert atmosphere
3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C / Inert atmosphere
4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere
5.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere
With chloro-trimethyl-silane; tert-butylmagnesium chloride; acetic anhydride; boron trichloride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
 
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
2.2: 0.17 h / -78 °C / Inert atmosphere
3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C / Inert atmosphere
4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere
5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C
With chloro-trimethyl-silane; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
 
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
2.2: 0.17 h / -78 °C / Inert atmosphere
3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C / Inert atmosphere
4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere
5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C
With chloro-trimethyl-silane; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
 
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
2.2: 0.17 h / -78 °C / Inert atmosphere
3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C
4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C
5.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere
With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; tert-butylmagnesium chloride; acetic anhydride; boron trichloride; dimethyl sulfoxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
 
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
2.2: 0.17 h / -78 °C / Inert atmosphere
3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C
4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C
5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C
With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; magnesium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
 
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
2.2: 0.17 h / -78 °C / Inert atmosphere
3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C
4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C
5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C
With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; magnesium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
 
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0.58 h / 0 - 5 °C
3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C / Inert atmosphere
4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere
5.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere
With chloro-trimethyl-silane; tert-butylmagnesium chloride; acetic anhydride; boron trichloride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
 
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0.58 h / 0 - 5 °C
3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C / Inert atmosphere
4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere
5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C
With chloro-trimethyl-silane; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
 
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0.58 h / 0 - 5 °C
3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C / Inert atmosphere
4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere
5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C
With chloro-trimethyl-silane; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
 
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0.58 h / 0 - 5 °C
3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C
4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C
5.1: tert-butylmagnesium chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere
With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; tert-butylmagnesium chloride; acetic anhydride; boron trichloride; dimethyl sulfoxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
 
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0.58 h / 0 - 5 °C
3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C
4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C
5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 30 °C
With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; magnesium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
 
Multi-step reaction with 5 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0.58 h / 0 - 5 °C
3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C
4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C
5.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 6 h / 30 °C
With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; magnesium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
 
Multi-step reaction with 7 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
2.2: 0.17 h / -78 °C / Inert atmosphere
3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C / Inert atmosphere
4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere
5.1: sulfuric acid / acetone / 0.5 h / 45 °C
6.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C
7.1: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C
With hydrogenchloride; chloro-trimethyl-silane; sulfuric acid; water; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; dichloromethane; acetone; acetonitrile;
 
Multi-step reaction with 7 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
2.2: 0.17 h / -78 °C / Inert atmosphere
3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C
4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C
5.1: sulfuric acid / acetone / 0.5 h / 45 °C
6.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C
7.1: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C
With hydrogenchloride; chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; water; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; magnesium chloride; In tetrahydrofuran; dichloromethane; acetone; acetonitrile;
 
Multi-step reaction with 7 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0.58 h / 0 - 5 °C
3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C / Inert atmosphere
4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere
5.1: sulfuric acid / acetone / 0.5 h / 45 °C
6.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C
7.1: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C
With hydrogenchloride; chloro-trimethyl-silane; sulfuric acid; water; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; dichloromethane; acetone; acetonitrile;
 
Multi-step reaction with 7 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0.58 h / 0 - 5 °C
3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C
4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C
5.1: sulfuric acid / acetone / 0.5 h / 45 °C
6.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C
7.1: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C
With hydrogenchloride; chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; water; acetic anhydride; boron trichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; magnesium chloride; In tetrahydrofuran; dichloromethane; acetone; acetonitrile;
 
Multi-step reaction with 8 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
2.2: 0.17 h / -78 °C / Inert atmosphere
3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C / Inert atmosphere
4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere
5.1: acetone / 0.5 h / 20 °C
6.1: potassium carbonate / water; ethyl acetate
7.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C
8.1: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C
With hydrogenchloride; chloro-trimethyl-silane; water; acetic anhydride; boron trichloride; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; acetonitrile;
 
Multi-step reaction with 8 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
2.2: 0.17 h / -78 °C / Inert atmosphere
3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C
4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C
5.1: acetone / 0.5 h / 20 °C
6.1: potassium carbonate / water; ethyl acetate
7.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C
8.1: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C
With hydrogenchloride; chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; water; acetic anhydride; boron trichloride; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; magnesium chloride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; acetonitrile;
 
Multi-step reaction with 8 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0.58 h / 0 - 5 °C
3.1: dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C / Inert atmosphere
4.1: boron trichloride / dichloromethane / 1 h / -78 - -20 °C / Inert atmosphere
5.1: acetone / 0.5 h / 20 °C
6.1: potassium carbonate / water; ethyl acetate
7.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C
8.1: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C
With hydrogenchloride; chloro-trimethyl-silane; water; acetic anhydride; boron trichloride; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; acetonitrile;
 
Multi-step reaction with 8 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0.58 h / 0 - 5 °C
3.1: trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid / dichloromethane / 0.17 h / -40 - -25 °C
4.1: boron trichloride / dichloromethane / 1 h / -20 - -15 °C
5.1: acetone / 0.5 h / 20 °C
6.1: potassium carbonate / water; ethyl acetate
7.1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C
8.1: hydrogenchloride; water / tetrahydrofuran / 0 - 20 °C
With hydrogenchloride; chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; water; acetic anhydride; boron trichloride; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; magnesium chloride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; acetonitrile;
 
Multi-step reaction with 7 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
2.2: 0.17 h / -78 °C
3.1: dichloromethane / 0.17 h / 0 °C / Inert atmosphere
3.2: 1 h / 0 °C
4.1: boron trichloride / dichloromethane / 1 h / -78 °C / Inert atmosphere
5.1: sulfuric acid / acetone / 0.5 h / 45 °C
6.1: magnesium chloride / acetonitrile / 0.25 h / 20 °C
6.2: 4 h
7.1: water; hydrogenchloride / tetrahydrofuran / 0 - 20 °C
With hydrogenchloride; chloro-trimethyl-silane; sulfuric acid; water; acetic anhydride; boron trichloride; dimethyl sulfoxide; magnesium chloride; In tetrahydrofuran; dichloromethane; acetone; acetonitrile;
 
Multi-step reaction with 7 steps
1.1: acetic anhydride; dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere
2.1: chloro-trimethyl-silane; phenylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 - 5 °C / Inert atmosphere
2.2: 0.17 h / -15 - -12 °C
2.3: 1 h / -20 °C
3.1: dichloromethane / 0.17 h / 0 °C / Inert atmosphere
3.2: 1 h / 0 °C
4.1: boron trichloride / dichloromethane / 1 h / -78 °C / Inert atmosphere
5.1: sulfuric acid / acetone / 0.5 h / 45 °C
6.1: magnesium chloride / acetonitrile / 0.25 h / 20 °C
6.2: 4 h
7.1: water; hydrogenchloride / tetrahydrofuran / 0 - 20 °C
With hydrogenchloride; chloro-trimethyl-silane; sulfuric acid; phenylmagnesium chloride; water; acetic anhydride; boron trichloride; dimethyl sulfoxide; magnesium chloride; In tetrahydrofuran; dichloromethane; acetone; acetonitrile;
 
2-ethylbutyl (2S)-2-((S)-((4-nitrophenoxy)(phenoxy)phosphoryl)amino)propanoate

2-ethylbutyl (2S)-2-((S)-((4-nitrophenoxy)(phenoxy)phosphoryl)amino)propanoate

(3αR,4R,6R,6αR)-4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonitrile
1191237-80-5

(3αR,4R,6R,6αR)-4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonitrile

(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate
1809249-37-3,1911578-75-0

(2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: magnesium chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 50 °C
2: hydrogenchloride / tetrahydrofuran; water / 0 °C
With hydrogenchloride; N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; water;
 
With N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; at 20 ℃; for 3h; Temperature;
 
Multi-step reaction with 2 steps
1: magnesium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 50 °C / Inert atmosphere
2: hydrogenchloride / tetrahydrofuran; water / 20 °C / Inert atmosphere
With hydrogenchloride; magnesium chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; acetonitrile;
 

1809249-37-3 Upstream products

  • 1911578-98-7
    1911578-98-7

    (2S)-2-ethylbutyl 2-(((S)-(perfluorophenoxy)(phenoxy)phosphoryl)amino)propanoate

  • 1355049-94-3
    1355049-94-3

    (3R,4R,5R)-2-(4-aminopyrrole-[2,1-f][1,2,4]-triazin-7-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-ol

  • 1191237-68-9
    1191237-68-9

    (3R,4R,5R)-2-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-bis(benzyloxy)-5-((benzyloxy) methyl)tetrahydrofuran-2-carbonitrile

  • 1191237-69-0
    1191237-69-0

    (2R,3R,4S,5R)?2?(4?aminopyrrolo[1,2?f][1,2,4]triazin?7?yl)?3,4?dihydroxy?5?(hydroxymethyl)tetrahydrofuran?2?carbonitrile

1809249-37-3 Downstream products

  • 1911579-04-8
    1911579-04-8

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