(1R,2S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3,3-difluoro-2-(4-methoxybenzyloxy)cyclopentyl]-6-chloro-9H-purine

Base Information

Chemical Name:(1R,2S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3,3-difluoro-2-(4-methoxybenzyloxy)cyclopentyl]-6-chloro-9H-purine
CAS No.:902118-89-2
Molecular Formula:C₃₄H₃₅ClF₂N₄O₃Si
Molecular Weight:649.212
Hs Code.:

Synonyms:(1R,2S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3,3-difluoro-2-(4-methoxybenzyloxy)cyclopentyl]-6-chloro-9H-purine

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Chemical Property of (1R,2S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3,3-difluoro-2-(4-methoxybenzyloxy)cyclopentyl]-6-chloro-9H-purine

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Technology Process of (1R,2S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3,3-difluoro-2-(4-methoxybenzyloxy)cyclopentyl]-6-chloro-9H-purine

There total 6 articles about (1R,2S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3,3-difluoro-2-(4-methoxybenzyloxy)cyclopentyl]-6-chloro-9H-purine 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: 76.0%

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

: 902118-89-2
(1R,2S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3,3-difluoro-2-(4-methoxybenzyloxy)cyclopentyl]-6-chloro-9H-purine

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; for 24h; 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

: 902118-89-2
(1R,2S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3,3-difluoro-2-(4-methoxybenzyloxy)cyclopentyl]-6-chloro-9H-purine

Guidance literature:: Multi-step reaction with 4 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

4.1: 76 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / 24 h / Heating

With osmium(VIII) oxide; diethylamino-sulfur trifluoride; 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

: 902118-89-2
(1R,2S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3,3-difluoro-2-(4-methoxybenzyloxy)cyclopentyl]-6-chloro-9H-purine

Guidance literature:: Multi-step reaction with 3 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

3.1: 76 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / 24 h / Heating

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