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

Base Information

Chemical Name:(2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanone
CAS No.:902118-80-3
Molecular Formula:C₃₄H₃₅ClN₄O₄Si
Molecular Weight:627.215
Hs Code.:

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

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

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

There total 5 articles about (2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanone 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: 82.0%

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

: 902118-80-3
(2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 24h;
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

: 902118-80-3
(2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanone

Guidance literature:: Multi-step reaction with 3 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

3.1: 82 percent / Dess-Martin periodinane / CH₂Cl₂ / 24 h / 20 °C

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

Reference yield:

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

: 902118-80-3
(2S,3R,5S)-5-(tert-butyldiphenylsilanyloxy)-3-(6-chloropurin-9-yl)-2-(4-methoxybenzyloxy)cyclopentanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: dibutyltin oxide / benzene / 3 h / Heating

1.2: 74 percent / tetrabutylammonium bromide / benzene / 3 h / Heating

2.1: 82 percent / Dess-Martin periodinane / CH₂Cl₂ / 24 h / 20 °C

With di(n-butyl)tin oxide; Dess-Martin periodane; In dichloromethane; benzene;
DOI:10.1016/j.bmc.2006.03.011