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

Base Information

Chemical Name:(2S)cyclopentyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate
CAS No.:1233343-43-5
Molecular Formula:C₃₂H₃₈FN₆O₈P
Molecular Weight:684.661
Hs Code.:

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

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

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

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

There total 5 articles about (2S)cyclopentyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-(benzyloxy)-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:

: 1199809-29-4
(2R,3R,4R,5R)-5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol

: C₁₅H₂₁NO₅S

: 770-12-7
O-phenyl phosphorodichloridate

: 1233343-43-5
(2S)cyclopentyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate

Guidance literature:: C₁₅H₂₁NO₅S; O-phenyl phosphorodichloridate; With 1-methyl-1H-imidazole; In dichloromethane; at -5 ℃; for 1h; Inert atmosphere;

(2R,3R,4R,5R)-5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol; In dichloromethane; at 20 ℃; Inert atmosphere;

Reference yield:

: 1199809-22-7
((2R,3R,4R,5R)-3-(benzoyloxy)-4-fluoro-5-hydroxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

: 1233343-43-5
(2S)cyclopentyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylphosphine / dichloromethane / 0.25 h / -22 °C

1.2: 0.83 h / -22 - -17 °C / Inert atmosphere

2.1: potassium tert-butylate / tert-butyl alcohol / 0.5 h / 20 °C / Inert atmosphere

2.2: 22 h / 20 - 50 °C / Inert atmosphere

3.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 3 h / 0 - 50 °C / Inert atmosphere

4.1: 1-methyl-1H-imidazole / dichloromethane / 1 h / -5 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

With 1-methyl-1H-imidazole; potassium tert-butylate; sodium hydride; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;

Reference yield:

: 1199809-24-9
(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate)

: 1233343-43-5
(2S)cyclopentyl 2-((((2R,3R,4R,5R) 5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tert-butyl alcohol / 0.5 h / 20 °C / Inert atmosphere

1.2: 22 h / 20 - 50 °C / Inert atmosphere

2.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 3 h / 0 - 50 °C / Inert atmosphere

3.1: 1-methyl-1H-imidazole / dichloromethane / 1 h / -5 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

With 1-methyl-1H-imidazole; potassium tert-butylate; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;