isopropyl 3-(2-(((((2 R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(((S)-1-isopropoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)phenyl)propanoate

Base Information

• Chemical Name: isopropyl 3-(2-(((((2 R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(((S)-1-isopropoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)phenyl)propanoate
• CAS No.: 1412427-32-7
• Molecular Formula: C₂₉H₄₀ClN₆O₁₀P
• Molecular Weight: 699.098
• Mol file: 1412427-32-7.mol

Synonyms:isopropyl 3-(2-(((((2 R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(((S)-1-isopropoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)phenyl)propanoate

Chemical Property of isopropyl 3-(2-(((((2 R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(((S)-1-isopropoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)phenyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isopropyl 3-(2-(((((2 R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(((S)-1-isopropoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)phenyl)propanoate

There total 5 articles about isopropyl 3-(2-(((((2 R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(((S)-1-isopropoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)phenyl)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: 82.0%

C18H27ClNO6P (1412427-31-6) + (2R,3R,4R,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)-3-methyltetrahydrofuran-3,4-diol (640725-74-2) → isopropyl 3-(2-(((((2 R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(((S)-1-isopropoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)phenyl)propanoate (1412427-32-7)

Guidance literature:

With 1-methyl-1H-imidazole; In tetrahydrofuran; acetonitrile; at 20 ℃; for 2.5h;

Reference yield: 80.0%

isopropyl 3-(2-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(perfluorophenoxy)phosphoryl)oxy)phenyl)propanoate + (2R,3R,4R,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)-3-methyltetrahydrofuran-3,4-diol (640725-74-2) → isopropyl 3-(2-(((((2 R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(((S)-1-isopropoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)phenyl)propanoate (1412427-32-7)

Guidance literature:

With tert-butylmagnesium chloride; In tetrahydrofuran; at 0 - 30 ℃; for 6h; Inert atmosphere; Large scale;

DOI:10.1080/15257770.2019.1671594

Reference yield:

C6H4(CH2CH2C(O)O) (119-84-6,1341-36-2) → isopropyl 3-(2-(((((2 R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(((S)-1-isopropoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)phenyl)propanoate (1412427-32-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid / 20 °C / Inert atmosphere; Large scale

1.2: pH 6.5 - 7 / Large scale

2.1: trichlorophosphate / tert-butyl methyl ether / 15 - 30 °C

3.1: triethylamine / tert-butyl methyl ether; dichloromethane / 2 h / 20 °C

4.1: triethylamine / dichloromethane / 2 h / 0 - 30 °C / Large scale

5.1: tert-butylmagnesium chloride / tetrahydrofuran / 6 h / 0 - 30 °C / Inert atmosphere; Large scale

With sulfuric acid; tert-butylmagnesium chloride; triethylamine; trichlorophosphate; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether;

DOI:10.1080/15257770.2019.1671594

upstream raw materials:

C₁₈H₂₇ClNO₆P

(2R,3R,4R,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)-3-methyltetrahydrofuran-3,4-diol

C₆H₄(CH₂CH₂C(O)O)

isopropyl 3-(2-hydroxyphenyl)propanoate

Downstream raw materials:

isopropyl 3-(2-(((R)-(((2R,3R,4R,5R)-5-(2,6-diamino-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(((S)-1-isopropoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)phenyl)propanoate

isopropyl 3-(2-(((S)-(((2R,3R,4R,5R)-5-(2,6-diamino-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methoxy)-(((S)-1-isopropoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)-phenyl)propanoate

C₂₉H₄₀N₉O₁₀P