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

Base Information

Chemical Name:(2R,3R,4R,5R)-5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol
CAS No.:1199809-29-4
Molecular Formula:C₁₈H₂₀FN₅O₄
Molecular Weight:389.386
Hs Code.:

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

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Chemical Property of (2R,3R,4R,5R)-5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol

Chemical Property:

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Technology Process of (2R,3R,4R,5R)-5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol

There total 4 articles about (2R,3R,4R,5R)-5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol 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: 77.2%

: 1199809-26-1
(2R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate

: 100-51-6,185532-71-2
benzyl alcohol

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

Guidance literature:: (2R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate; benzyl alcohol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 50 ℃; Inert atmosphere;

With hydrogenchloride; In water; N,N-dimethyl-formamide; mineral oil; pH=~ 7;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With 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)

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

Guidance literature:: Multi-step reaction with 2 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

With potassium tert-butylate; sodium hydride; In N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;