(1R,2S,3S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3-fluoro-2-(4-methoxybenzyloxy)cyclopentyl]-9H-purin-6-ylamine

Base Information

Chemical Name:(1R,2S,3S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3-fluoro-2-(4-methoxybenzyloxy)cyclopentyl]-9H-purin-6-ylamine
CAS No.:902118-87-0
Molecular Formula:C₃₄H₃₈FN₅O₃Si
Molecular Weight:611.791
Hs Code.:

Synonyms:(1R,2S,3S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3-fluoro-2-(4-methoxybenzyloxy)cyclopentyl]-9H-purin-6-ylamine

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Chemical Property of (1R,2S,3S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3-fluoro-2-(4-methoxybenzyloxy)cyclopentyl]-9H-purin-6-ylamine

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Technology Process of (1R,2S,3S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3-fluoro-2-(4-methoxybenzyloxy)cyclopentyl]-9H-purin-6-ylamine

There total 6 articles about (1R,2S,3S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3-fluoro-2-(4-methoxybenzyloxy)cyclopentyl]-9H-purin-6-ylamine 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:

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

: 902118-87-0
(1R,2S,3S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3-fluoro-2-(4-methoxybenzyloxy)cyclopentyl]-9H-purin-6-ylamine

Guidance literature:: Multi-step reaction with 5 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

With osmium(VIII) oxide; diethylamino-sulfur trifluoride; di-isopropyl azodicarboxylate; ammonia; di(n-butyl)tin oxide; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; acetone; benzene; 3.1: Mitsunobu reaction;
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

: 902118-87-0
(1R,2S,3S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3-fluoro-2-(4-methoxybenzyloxy)cyclopentyl]-9H-purin-6-ylamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: dibutyltin oxide / benzene / 3 h / Heating

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

2.1: 51 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 18 h / 80 °C

3.1: 74 percent / NH₃ / methanol / 24 h / 75 °C

4.1: 67 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / -78 - 20 °C

With diethylamino-sulfur trifluoride; di-isopropyl azodicarboxylate; ammonia; di(n-butyl)tin oxide; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; benzene; 2.1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2006.03.011

Reference yield:

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

: 902118-87-0
(1R,2S,3S,4S)-9-[4-(tert-butyldiphenylsilanyloxy)-3-fluoro-2-(4-methoxybenzyloxy)cyclopentyl]-9H-purin-6-ylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 51 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 18 h / 80 °C

2: 74 percent / NH₃ / methanol / 24 h / 75 °C

3: 67 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / -78 - 20 °C

With diethylamino-sulfur trifluoride; di-isopropyl azodicarboxylate; ammonia; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2006.03.011