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

Base Information

Chemical Name:9-[(1R,4S)-4-(tert-butyldiphenylsilanyloxy)cyclopent-2-enyl]-6-chloro-9H-purine
CAS No.:902118-76-7
Molecular Formula:C₂₆H₂₇ClN₄OSi
Molecular Weight:475.065
Hs Code.:

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

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Chemical Property of 9-[(1R,4S)-4-(tert-butyldiphenylsilanyloxy)cyclopent-2-enyl]-6-chloro-9H-purine

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Technology Process of 9-[(1R,4S)-4-(tert-butyldiphenylsilanyloxy)cyclopent-2-enyl]-6-chloro-9H-purine

There total 1 articles about 9-[(1R,4S)-4-(tert-butyldiphenylsilanyloxy)cyclopent-2-enyl]-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: 90.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 158799-93-0
(1S,4R)-4-(6-chloro-9H-purin-9-yl)cyclopent-2-enol

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

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmc.2006.03.011

Reference yield: 88.0%

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

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

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; 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

: 902118-88-1
(1S,2S,3S,5R)-5-(6-aminopurin-9-yl)-3-(tert-butyldiphenylsilanyloxy)-2-fluorocyclopentanol

Guidance literature:: Multi-step reaction with 6 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: 51 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 18 h / 80 °C

4.1: 74 percent / NH₃ / methanol / 24 h / 75 °C

5.1: 67 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / -78 - 20 °C

6.1: 71 percent / ceric ammonium nitrate / acetonitrile; H₂O / 20 h / 20 °C

With osmium(VIII) oxide; ammonium cerium(IV) nitrate; diethylamino-sulfur trifluoride; di-isopropyl azodicarboxylate; ammonia; di(n-butyl)tin oxide; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile; benzene; 3.1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2006.03.011