9-((1R,4S,5S)-4-((S)-1,2-bis(benzyloxy)ethyl)-5-fluorocyclopent-2-enyl)-9H-purin-6-amine

Base Information

Chemical Name:9-((1R,4S,5S)-4-((S)-1,2-bis(benzyloxy)ethyl)-5-fluorocyclopent-2-enyl)-9H-purin-6-amine
CAS No.:1309594-35-1
Molecular Formula:C₂₆H₂₆FN₅O₂
Molecular Weight:459.523
Hs Code.:

Synonyms:9-((1R,4S,5S)-4-((S)-1,2-bis(benzyloxy)ethyl)-5-fluorocyclopent-2-enyl)-9H-purin-6-amine

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Chemical Property of 9-((1R,4S,5S)-4-((S)-1,2-bis(benzyloxy)ethyl)-5-fluorocyclopent-2-enyl)-9H-purin-6-amine

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Technology Process of 9-((1R,4S,5S)-4-((S)-1,2-bis(benzyloxy)ethyl)-5-fluorocyclopent-2-enyl)-9H-purin-6-amine

There total 9 articles about 9-((1R,4S,5S)-4-((S)-1,2-bis(benzyloxy)ethyl)-5-fluorocyclopent-2-enyl)-9H-purin-6-amine 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: 86.0%

: 1309594-33-9
9-((1R,4S,5S)-4-((S)-1,2-bis(benzyloxy)ethyl)-5-fluorocyclopent-2-enyl)-6-chloro-9H-purine

: 1309594-35-1
9-((1R,4S,5S)-4-((S)-1,2-bis(benzyloxy)ethyl)-5-fluorocyclopent-2-enyl)-9H-purin-6-amine

Guidance literature:: With ammonia; In methanol; at 80 ℃; for 12h; Sealed vessel;
DOI:10.1016/j.tet.2011.03.054

Reference yield:

: 1309594-25-9
(2S,3S)-3-((S)-1,2-bis(benzyloxy)ethyl)-2-fluoro-N-methoxy-N-methylpent-4-enamide

: 1309594-35-1
9-((1R,4S,5S)-4-((S)-1,2-bis(benzyloxy)ethyl)-5-fluorocyclopent-2-enyl)-9H-purin-6-amine

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 1 h / -78 °C

2: triethylamine / tetrahydrofuran

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 16 h / 100 °C

4: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 1 h / 0 °C

5: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 20 °C

6: ammonia / methanol / 12 h / 80 °C / Sealed vessel

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium tetrahydroborate; cerium(III) chloride heptahydrate; ammonia; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; toluene; 4: Luche reduction / 5: Mitsunobu reaction;
DOI:10.1016/j.tet.2011.03.054

Reference yield:

: 1309594-26-0
(5S,6S,E)-6-((S)-1,2-bis(benzyloxy)ethyl)-5-fluoroocta-2,7-dien-4-one

: 1309594-35-1
9-((1R,4S,5S)-4-((S)-1,2-bis(benzyloxy)ethyl)-5-fluorocyclopent-2-enyl)-9H-purin-6-amine

Guidance literature:: Multi-step reaction with 4 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 16 h / 100 °C

2: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 1 h / 0 °C

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 20 °C

4: ammonia / methanol / 12 h / 80 °C / Sealed vessel

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium tetrahydroborate; cerium(III) chloride heptahydrate; ammonia; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; toluene; 2: Luche reduction / 3: Mitsunobu reaction;
DOI:10.1016/j.tet.2011.03.054