9-((3aS,4S,5S,6R,6aS)-6-Benzyloxy-5-fluoro-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-ylamine

Base Information

Chemical Name:9-((3aS,4S,5S,6R,6aS)-6-Benzyloxy-5-fluoro-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-ylamine
CAS No.:869711-26-2
Molecular Formula:C₂₀H₂₂FN₅O₃
Molecular Weight:399.425
Hs Code.:

Synonyms:9-((3aS,4S,5S,6R,6aS)-6-Benzyloxy-5-fluoro-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-ylamine

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Chemical Property of 9-((3aS,4S,5S,6R,6aS)-6-Benzyloxy-5-fluoro-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-ylamine

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Technology Process of 9-((3aS,4S,5S,6R,6aS)-6-Benzyloxy-5-fluoro-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-ylamine

There total 10 articles about 9-((3aS,4S,5S,6R,6aS)-6-Benzyloxy-5-fluoro-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-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: 75.0%

: 869711-21-7
9-((3aS,4S,5S,6R,6aS)-6-Benzyloxy-5-fluoro-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-6-chloro-9H-purine

: 869711-26-2
9-((3aS,4S,5S,6R,6aS)-6-Benzyloxy-5-fluoro-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-ylamine

Guidance literature:: With ammonia; In methanol;
DOI:10.1016/j.tetlet.2005.08.163

Reference yield:

: (1S,2S,5S)-5-Benzyloxy-cyclopent-3-ene-1,2-diol

: 869711-26-2
9-((3aS,4S,5S,6R,6aS)-6-Benzyloxy-5-fluoro-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-ylamine

Guidance literature:: Multi-step reaction with 8 steps

1.1: mCPBA / CH₂Cl₂

2.1: NaN₃ / dimethylformamide; H₂O

3.1: pTSA / acetone

4.1: Tf₂O / pyridine; CH₂Cl₂

4.2: 77 percent / TASF / tetrahydrofuran

5.1: H₂ / Lindlar catalyst / methanol

6.1: Et₃N / butan-1-ol

7.1: Heating

8.1: 75 percent / NH₃ / methanol

With sodium azide; trifluoromethylsulfonic anhydride; ammonia; hydrogen; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; Lindlar's catalyst; In pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; butan-1-ol;
DOI:10.1016/j.tetlet.2005.08.163

Reference yield:

: (2R,3S,4R)-4-Benzyloxy-6-oxa-bicyclo[3.1.0]hexane-2,3-diol

: 869711-26-2
9-((3aS,4S,5S,6R,6aS)-6-Benzyloxy-5-fluoro-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-ylamine

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaN₃ / dimethylformamide; H₂O

2.1: pTSA / acetone

3.1: Tf₂O / pyridine; CH₂Cl₂

3.2: 77 percent / TASF / tetrahydrofuran

4.1: H₂ / Lindlar catalyst / methanol

5.1: Et₃N / butan-1-ol

6.1: Heating

7.1: 75 percent / NH₃ / methanol

With sodium azide; trifluoromethylsulfonic anhydride; ammonia; hydrogen; toluene-4-sulfonic acid; triethylamine; Lindlar's catalyst; In pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; butan-1-ol;
DOI:10.1016/j.tetlet.2005.08.163