(2R,3R,4R,5S)-4-Azido-2-(6-cyclopentylamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3-ol

Base Information

Chemical Name:(2R,3R,4R,5S)-4-Azido-2-(6-cyclopentylamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3-ol
CAS No.:197796-86-4
Molecular Formula:C₁₅H₂₀N₈O₃
Molecular Weight:360.376
Hs Code.:

Synonyms:(2R,3R,4R,5S)-4-Azido-2-(6-cyclopentylamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3-ol

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Chemical Property of (2R,3R,4R,5S)-4-Azido-2-(6-cyclopentylamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3-ol

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Technology Process of (2R,3R,4R,5S)-4-Azido-2-(6-cyclopentylamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3-ol

There total 2 articles about (2R,3R,4R,5S)-4-Azido-2-(6-cyclopentylamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-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: 42.0%

: 197796-85-3
[(1R,2R,4R,5R)-4-(6-Cyclopentylamino-purin-9-yl)-3,6-dioxa-bicyclo[3.1.0]hex-2-yl]-methanol

: 197796-86-4
(2R,3R,4R,5S)-4-Azido-2-(6-cyclopentylamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3-ol

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 72h;
DOI:10.1021/jm970176k

Reference yield:

: 41552-82-3
N-cyclopentyladenosine

: 197796-86-4
(2R,3R,4R,5S)-4-Azido-2-(6-cyclopentylamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) AcOC(Me)2COBr, h2O, 2.) NaOCH₃ / 1.) MeCN, 2.) MeOH

2: NaN₃ / dimethylformamide

With sodium azide; acetoxyisobutyryl bromide; water; sodium methylate; In N,N-dimethyl-formamide;
DOI:10.1080/07328319808004688

Reference yield:

: 197796-86-4
(2R,3R,4R,5S)-4-Azido-2-(6-cyclopentylamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3-ol

: N-[(2S,3R,4R,5R)-5-(6-Cyclopentylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-4-methoxy-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol

2: HOBT/DIC

With hydrogen; benzotriazol-1-ol; dacarbazine; palladium on activated charcoal; In methanol;
DOI:10.1080/07328319808004688