((3aR,6S,6aS)-6-(6-aMino-9H-purin-9-yl)-5-fluoro-2,2-diMethyl-6,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)Methanol

Base Information

Chemical Name:((3aR,6S,6aS)-6-(6-aMino-9H-purin-9-yl)-5-fluoro-2,2-diMethyl-6,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)Methanol
CAS No.:805245-45-8
Molecular Formula:C₁₄H₁₆FN₅O₃
Molecular Weight:321.311
Hs Code.:
Mol file:805245-45-8.mol

Synonyms:((3aR,6S,6aS)-6-(6-aMino-9H-purin-9-yl)-5-fluoro-2,2-diMethyl-6,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)Methanol

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Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ((3aR,6S,6aS)-6-(6-aMino-9H-purin-9-yl)-5-fluoro-2,2-diMethyl-6,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)Methanol

Chemical Property:

PSA：108.31000
LogP:1.28040

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of ((3aR,6S,6aS)-6-(6-aMino-9H-purin-9-yl)-5-fluoro-2,2-diMethyl-6,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)Methanol

There total 11 articles about ((3aR,6S,6aS)-6-(6-aMino-9H-purin-9-yl)-5-fluoro-2,2-diMethyl-6,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)Methanol 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: 92.0%

: 67-64-1
acetone

: (1S,2R,5S)-5-(6-amino-9H-purin-9-yl)-4-fluoro-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol

: 805245-45-8
((3aS,4S,6aR)-4-(6-amino-9H-purin-9-yl)-5-fluoro-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-6-yl)methanol

Guidance literature:: With sulfuric acid; at 0 - 20 ℃; for 6h; Inert atmosphere;
DOI:10.1016/j.ejmech.2018.06.003

Reference yield: 91.0%

: 805245-44-7
(1S,4R,5S)-1-(6-aminopurine-9-yl)-2-fluoro-4,5-(O-isopropylidenedioxy)-3-(trityloxymethyl)-2-cyclopentene

: 805245-45-8
((3aS,4S,6aR)-4-(6-amino-9H-purin-9-yl)-5-fluoro-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-6-yl)methanol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 18h;
DOI:10.1016/j.bmcl.2004.08.047

Reference yield:

: 805245-42-5
(3aS,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol

: 805245-45-8
((3aS,4S,6aR)-4-(6-amino-9H-purin-9-yl)-5-fluoro-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-6-yl)methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2: 63 percent / K₂CO₃; 18-crown-6 / dimethylformamide / 80 °C

3: 91 percent / p-toluenesulfonic acid; MeOH / 18 h / 20 °C

With methanol; 18-crown-6 ether; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/NCN-200060286