(+/-)-(1α,2β,3α,4α,5β)-2-(6-chloro-9H-purin-9-yl)-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol

Base Information

Chemical Name:(+/-)-(1α,2β,3α,4α,5β)-2-(6-chloro-9H-purin-9-yl)-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol
CAS No.:100021-21-4
Molecular Formula:C₂₁H₂₃ClN₄O₄
Molecular Weight:430.891
Hs Code.:

Synonyms:(+/-)-(1α,2β,3α,4α,5β)-2-(6-chloro-9H-purin-9-yl)-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol

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Chemical Property of (+/-)-(1α,2β,3α,4α,5β)-2-(6-chloro-9H-purin-9-yl)-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol

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Technology Process of (+/-)-(1α,2β,3α,4α,5β)-2-(6-chloro-9H-purin-9-yl)-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol

There total 11 articles about (+/-)-(1α,2β,3α,4α,5β)-2-(6-chloro-9H-purin-9-yl)-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol 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: 5.0%

: 100021-23-6
(+/-)-(1β,2α,3β,4α,5α)-1-(6-amino-9H-purin-9-yl)-4,5-(dimethylmethylenedioxy)-2-<(1-imidazolylthiocarbonyl)oxy>-3-<(phenylmethoxy)methyl>cyclopentane

: 100021-24-7
(+/-)-(1β,2α,3α,4β)-1-(6-amino-9H-purin-9-yl)-2,3-(dimethylmethylenedioxy)-4-<(phenylmethoxy)methyl>cyclopentane

: 100021-21-4
(+/-)-(1α,2β,3α,4α,5β)-2-(6-chloro-9H-purin-9-yl)-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol

Guidance literature:: With polymethylhydrogen siloxane; 2,2'-azobis(isobutyronitrile); di(n-butyl)tin oxide; In 1,4-dioxane; for 1.5h; Heating;
DOI:10.1021/jo00358a023

Reference yield:

: 39939-07-6
5-(benzyloxymethyl)cyclopentadiene

: 100021-21-4
(+/-)-(1α,2β,3α,4α,5β)-2-(6-chloro-9H-purin-9-yl)-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol

Guidance literature:: Multi-step reaction with 7 steps

1: O₂, thiourea, sodium acetate, Rose bengal / methanol / 9 h / -5 °C / Irradiation

2: 62 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 48 h / Ambient temperature

3: 100 percent / sodium azide / dimethylformamide / 12 h / 110 °C

4: 92 percent / 75percent aq. HClO₄ / acetone / 1 h / Ambient temperature

5: 88 percent / H₂ / Lindlar catalyst / methanol / 12 h / 760 Torr

6: 68 percent / pyridine, N-methylpyrrolidinone / 12 h / 180 °C

7: 2.) p-toluenesulfonic acid / 1.) reflux, 12 h, 2.) toluene, RT, 1 h

With pyridine; 1-methyl-pyrrolidin-2-one; sodium azide; perchloric acid; hydrogen; oxygen; sodium acetate; rose bengal; toluene-4-sulfonic acid; thiourea; 3-chloro-benzenecarboperoxoic acid; Lindlar's catalyst; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00358a023

Reference yield:

: 100021-11-2
(1α,2β,3α)-2-(benzyloxymethyl)cyclopent-4-ene-1,3-diol

: 100021-21-4
(+/-)-(1α,2β,3α,4α,5β)-2-(6-chloro-9H-purin-9-yl)-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol

Guidance literature:: Multi-step reaction with 6 steps

1: 62 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 48 h / Ambient temperature

2: 100 percent / sodium azide / dimethylformamide / 12 h / 110 °C

3: 92 percent / 75percent aq. HClO₄ / acetone / 1 h / Ambient temperature

4: 88 percent / H₂ / Lindlar catalyst / methanol / 12 h / 760 Torr

5: 68 percent / pyridine, N-methylpyrrolidinone / 12 h / 180 °C

6: 2.) p-toluenesulfonic acid / 1.) reflux, 12 h, 2.) toluene, RT, 1 h

With pyridine; 1-methyl-pyrrolidin-2-one; sodium azide; perchloric acid; hydrogen; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; Lindlar's catalyst; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00358a023