(3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(pyridin-2-ylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa [3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide

Base Information

Chemical Name:(3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(pyridin-2-ylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa [3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide
CAS No.:1619240-46-8
Molecular Formula:C₃₂H₂₉F₂N₇O₃
Molecular Weight:597.624
Hs Code.:

(3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(pyridin-2-ylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa [3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide

Synonyms:(3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(pyridin-2-ylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa [3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide

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Chemical Property of (3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(pyridin-2-ylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa [3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide

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Technology Process of (3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(pyridin-2-ylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa [3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide

There total 4 articles about (3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(pyridin-2-ylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa [3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide 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: 73.0%

: 1945-84-2
2-ethynylpyridine

: 1619240-35-5
(3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-iodo-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa[3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide

: 1619240-46-8
(3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(pyridin-2-ylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa [3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmcl.2014.06.006

Reference yield:

: 793695-77-9
(1'S,2'R,3'S,4'R,5'S)-4'-[6-chloro-2-iodopurin-9-yl]-2',3'-isopropylidenebicyclo[3.1.0]hexane-1'-carboxylic acid ethyl ester

: 1619240-46-8
(3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(pyridin-2-ylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa [3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / methanol / 20 °C

2: methanol; water / 20 °C

3: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In methanol; water; N,N-dimethyl-formamide; 3: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2014.06.006

Reference yield:

: 1619240-28-6
ethyl (3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrocyclopropa[3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxylate

: 1619240-46-8
(3aR,3bS,4aS,5R,5aS)-5-(6-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-2-(pyridin-2-ylethynyl)-9H-purin-9-yl)-N,2,2-trimethyltetrahydrocyclopropa [3,4]cyclopenta[1,2-d][1,3]dioxole-3b(3aH)-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: methanol; water / 20 °C

2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In methanol; water; N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2014.06.006