(3aR,4R,5S,6aR)-4-Benzyloxymethyl-5-benzyloxy-6a-cyano-3,3a,4,5,6,6a-hexahydrocyclopentapyrazole

Base Information

Chemical Name:(3aR,4R,5S,6aR)-4-Benzyloxymethyl-5-benzyloxy-6a-cyano-3,3a,4,5,6,6a-hexahydrocyclopentapyrazole
CAS No.:170452-99-0
Molecular Formula:C₂₂H₂₃N₃O₂
Molecular Weight:361.444
Hs Code.:

Synonyms:(3aR,4R,5S,6aR)-4-Benzyloxymethyl-5-benzyloxy-6a-cyano-3,3a,4,5,6,6a-hexahydrocyclopentapyrazole

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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 (3aR,4R,5S,6aR)-4-Benzyloxymethyl-5-benzyloxy-6a-cyano-3,3a,4,5,6,6a-hexahydrocyclopentapyrazole

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Technology Process of (3aR,4R,5S,6aR)-4-Benzyloxymethyl-5-benzyloxy-6a-cyano-3,3a,4,5,6,6a-hexahydrocyclopentapyrazole

There total 3 articles about (3aR,4R,5S,6aR)-4-Benzyloxymethyl-5-benzyloxy-6a-cyano-3,3a,4,5,6,6a-hexahydrocyclopentapyrazole 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: 96.5%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 170452-98-9
(3R,4S)-1-Cyano-4-benzyloxy-3-benzyloxymethylcyclopentene

: 170452-99-0
(3aR,4R,5S,6aR)-4-Benzyloxymethyl-5-benzyloxy-6a-cyano-3,3a,4,5,6,6a-hexahydrocyclopentapyrazole

Guidance literature:: In diethyl ether; chloroform; at 0 ℃; for 72h;
DOI:10.1039/a604352f

Reference yield:

: 110567-22-1
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane

: 170452-99-0
(3aR,4R,5S,6aR)-4-Benzyloxymethyl-5-benzyloxy-6a-cyano-3,3a,4,5,6,6a-hexahydrocyclopentapyrazole

Guidance literature:: Multi-step reaction with 3 steps

1: 77.5 percent / LiClO₄ / acetonitrile / 96 h / 70 °C

2: 98 percent / 1,1'-thiocarbonyldiimidazole, DMAP / dimethylformamide / 1.) r.t., 3 h, 2.) 70 deg C, 30 min

3: 96.5 percent / CHCl₃; diethyl ether / 72 h / 0 °C

With dmap; lithium perchlorate; 1,1'-Thiocarbonyldiimidazole; In diethyl ether; chloroform; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/a604352f

Reference yield:

: 160860-62-8
(1S,2R,3R,4R)-1-Benzyloxy-2-benzyloxymethyl-4-cyano-3-hydroxycyclopentane

: 170452-99-0
(3aR,4R,5S,6aR)-4-Benzyloxymethyl-5-benzyloxy-6a-cyano-3,3a,4,5,6,6a-hexahydrocyclopentapyrazole

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / 1,1'-thiocarbonyldiimidazole, DMAP / dimethylformamide / 1.) r.t., 3 h, 2.) 70 deg C, 30 min

2: 96.5 percent / CHCl₃; diethyl ether / 72 h / 0 °C

With dmap; 1,1'-Thiocarbonyldiimidazole; In diethyl ether; chloroform; N,N-dimethyl-formamide;
DOI:10.1039/a604352f