(1S,2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanol

Base Information

Chemical Name:(1S,2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanol
CAS No.:902118-79-0
Molecular Formula:C₃₄H₃₇ClN₄O₄Si
Molecular Weight:629.231
Hs Code.:

Synonyms:(1S,2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanol

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Chemical Property of (1S,2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanol

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Technology Process of (1S,2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanol

There total 4 articles about (1S,2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)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: 74.0%

: 902118-77-8
(1S,2S,3S,5R)-3-(tert-butyldiphenylsilanyloxy)-5-(6-chloropurin-9-yl)cyclopentane-1,2-diol

: 824-94-2
p-methoxybenzyl chloride

: 902118-79-0
(1S,2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanol

: (1S,2S,3S,5R)-3-(tert-butyldiphenylsilanyloxy)-5-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanol

Guidance literature:: (1S,2S,3S,5R)-3-(tert-butyldiphenylsilanyloxy)-5-(6-chloropurin-9-yl)cyclopentane-1,2-diol; With di(n-butyl)tin oxide; In benzene; for 3h; Heating;

p-methoxybenzyl chloride; With tetrabutylammomium bromide; In benzene; for 3h; Heating;
DOI:10.1016/j.bmc.2006.03.011

Reference yield:

: 902118-76-7
9-[(1R,4S)-4-(tert-butyldiphenylsilanyloxy)cyclopent-2-enyl]-6-chloro-9H-purine

: 902118-79-0
(1S,2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 88 percent / N-methylmorpholine N-oxide; OsO₄ / tetrahydrofuran; H₂O; acetone / 24 h / 20 °C

2.1: dibutyltin oxide / benzene / 3 h / Heating

2.2: 74 percent / tetrabutylammonium bromide / benzene / 3 h / Heating

With osmium(VIII) oxide; di(n-butyl)tin oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; benzene;
DOI:10.1016/j.bmc.2006.03.011

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 902118-79-0
(1S,2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / imidazole / CH₂Cl₂ / 20 °C

2.1: 88 percent / N-methylmorpholine N-oxide; OsO₄ / tetrahydrofuran; H₂O; acetone / 24 h / 20 °C

3.1: dibutyltin oxide / benzene / 3 h / Heating

3.2: 74 percent / tetrabutylammonium bromide / benzene / 3 h / Heating

With 1H-imidazole; osmium(VIII) oxide; di(n-butyl)tin oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; acetone; benzene;
DOI:10.1016/j.bmc.2006.03.011