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

Base Information

Chemical Name:9-((3aS,4S,6aR)-5-fluoro-2,2-diMethyl-6-(trityloxyMethyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-9H-purin-6-aMine
CAS No.:805245-44-7
Molecular Formula:C33H30FN5O3
Molecular Weight:563.6214032
Hs Code.:

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

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

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

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MSDS Files:: SDS file from LookChem

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

There total 8 articles about 9-((3aS,4S,6aR)-5-fluoro-2,2-diMethyl-6-(trityloxyMethyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-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: 67.0%

: 66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9
adenine

: 805245-43-6
(3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl methanesulfonate

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

Guidance literature:: adenine; With caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 0.5h; Inert atmosphere;

(3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl methanesulfonate; In dimethyl sulfoxide; at 80 ℃; for 15h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.5b00553

Reference yield: 63.0%

: 73-24-5,71660-29-2,71660-30-5
7H-purin-6-ylamine

: 805245-43-6
(3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl methanesulfonate

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

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃;
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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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