(2S)isopropyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate

Base Information

• Chemical Name: (2S)isopropyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate
• CAS No.: 1231747-10-6
• Molecular Formula: C₂₄H₃₂FN₆O₈P
• Molecular Weight: 582.526
• Mol file: 1231747-10-6.mol

Synonyms:

Chemical Property of (2S)isopropyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)isopropyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate

There total 1 articles about (2S)isopropyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

phenyl(isopropoxy-L-alaninyl) phosphorochloridate (261909-49-3) + (2R,3R,4R,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol (1199809-27-2) → (2S)isopropyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate (1231747-10-6)

Guidance literature:

With 1-methyl-1H-imidazole; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ml100209f

Reference yield:

(2S)isopropyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate (1231747-10-6) → C24H31BrFN6O8P (1261254-19-6)

Guidance literature:

With N-Bromosuccinimide; In 1,4-dioxane; at 20 ℃; for 5h;

DOI:10.1021/ml100209f

Reference yield:

(2S)isopropyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate (1231747-10-6) → C24H31(3)HFN6O8P (1261254-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / 1,4-dioxane / 5 h / 20 °C

2: palladium 10% on activated carbon; tritium; triethylamine / methanol / 1 h / 20 °C

With N-Bromosuccinimide; tritium; palladium 10% on activated carbon; triethylamine; In 1,4-dioxane; methanol;

DOI:10.1021/ml100209f

upstream raw materials:

phenyl(isopropoxy-L-alaninyl) phosphorochloridate

(2R,3R,4R,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol

Downstream raw materials:

C₂₄H₃₁BrFN₆O₈P

C₂₄H₃₁⁽³⁾HFN₆O₈P