(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-3-(benzyloxy)-5-(chloromethyl)tetrahydrofuran-4-ol

Base Information

Chemical Name:(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-3-(benzyloxy)-5-(chloromethyl)tetrahydrofuran-4-ol
CAS No.:1341220-46-9
Molecular Formula:C₁₇H₁₈ClN₅O₃
Molecular Weight:375.815
Hs Code.:

Synonyms:(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-3-(benzyloxy)-5-(chloromethyl)tetrahydrofuran-4-ol

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Chemical Property of (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-3-(benzyloxy)-5-(chloromethyl)tetrahydrofuran-4-ol

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Technology Process of (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-3-(benzyloxy)-5-(chloromethyl)tetrahydrofuran-4-ol

There total 6 articles about (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-3-(benzyloxy)-5-(chloromethyl)tetrahydrofuran-4-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:

: 1341220-43-6
(E)-N'-(9-((2R,3R,4S,5S)-5-(chloromethyl)-3,4-dihydroxytetrahydrofuran-2-yl)-9H-purin-6yl)-N,N-dimethylformimidamide

: 908094-04-2
phenyldiazomethane

: 1341220-46-9
(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-3-(benzyloxy)-5-(chloromethyl)tetrahydrofuran-4-ol

: 1341220-44-7
(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-4-(benzyloxy)-5-(chloromethyl)tetrahydrofuran-3-ol

Guidance literature:: (E)-N'-(9-((2R,3R,4S,5S)-5-(chloromethyl)-3,4-dihydroxytetrahydrofuran-2-yl)-9H-purin-6yl)-N,N-dimethylformimidamide; phenyldiazomethane; With tin(II) chloride dihdyrate; In methanol; 1,2-dimethoxyethane; at 25 ℃; Inert atmosphere;

With ammonium hydroxide; In methanol; at 25 ℃; for 5h;
DOI:10.1021/jm201000j

Reference yield:

: 1576-37-0
N-benzyl-p-toluenesulfonamide

: 1341220-46-9
(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-3-(benzyloxy)-5-(chloromethyl)tetrahydrofuran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium nitrite / acetic anhydride; acetic acid / 0 - 25 °C

2.1: sodium methylate / methanol; diethyl ether / 0.5 h / Reflux

3.1: tin(II) chloride dihdyrate / methanol; 1,2-dimethoxyethane / 25 °C / Inert atmosphere

3.2: 5 h / 25 °C

With tin(II) chloride dihdyrate; sodium methylate; sodium nitrite; In methanol; 1,2-dimethoxyethane; diethyl ether; acetic anhydride; acetic acid;
DOI:10.1021/jm201000j

Reference yield:

: 33528-13-1
N-nitroso-N-benzyl-p-toluenesulphonamide

: 1341220-46-9
(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-3-(benzyloxy)-5-(chloromethyl)tetrahydrofuran-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium methylate / methanol; diethyl ether / 0.5 h / Reflux

2.1: tin(II) chloride dihdyrate / methanol; 1,2-dimethoxyethane / 25 °C / Inert atmosphere

2.2: 5 h / 25 °C

With tin(II) chloride dihdyrate; sodium methylate; In methanol; 1,2-dimethoxyethane; diethyl ether;
DOI:10.1021/jm201000j