benzyl (3aS,6S,6aR)-4-{[cis-2,3-dimethylcyclopropyl]-cis-carbonyl}-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

Base Information

Chemical Name:benzyl (3aS,6S,6aR)-4-{[cis-2,3-dimethylcyclopropyl]-cis-carbonyl}-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate
CAS No.:214337-06-1
Molecular Formula:C₂₁H₂₆N₂O₄
Molecular Weight:370.448
Hs Code.:

Synonyms:benzyl (3aS,6S,6aR)-4-{[cis-2,3-dimethylcyclopropyl]-cis-carbonyl}-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

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Chemical Property of benzyl (3aS,6S,6aR)-4-{[cis-2,3-dimethylcyclopropyl]-cis-carbonyl}-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

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Technology Process of benzyl (3aS,6S,6aR)-4-{[cis-2,3-dimethylcyclopropyl]-cis-carbonyl}-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

There total 4 articles about benzyl (3aS,6S,6aR)-4-{[cis-2,3-dimethylcyclopropyl]-cis-carbonyl}-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate 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: 96.0%

: 214336-97-7
(3aS,6S,6aR)-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

: 214337-63-0
(c-2,c-3-dimethylcyclopropyl-r-1-carboxylic) anhydride

: 214337-06-1
benzyl (3aS,6S,6aR)-4-{[cis-2,3-dimethylcyclopropyl]-cis-carbonyl}-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

Guidance literature:: (3aS,6S,6aR)-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

(c-2,c-3-dimethylcyclopropyl-r-1-carboxylic) anhydride; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1021/jm030810w

Reference yield:

: 556064-12-1
C₁₁H₁₈O₃

: 214336-97-7
(3aS,6S,6aR)-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

: 214337-06-1
benzyl (3aS,6S,6aR)-4-{[cis-2,3-dimethylcyclopropyl]-cis-carbonyl}-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

Guidance literature:: (3aS,6S,6aR)-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

C₁₁H₁₈O₃; In tetrahydrofuran; at -78 - 0 ℃; for 2h;
DOI:10.1016/S0960-894X(02)00294-9

Reference yield:

: 34669-52-8
(c-2,c-3-dimethylcyclopropyl-r-1-carboxylic) acid

: 214337-06-1
benzyl (3aS,6S,6aR)-4-{[cis-2,3-dimethylcyclopropyl]-cis-carbonyl}-6-methyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 87 percent / methanesulfonyl chloride; Et₃N / tetrahydrofuran / 3.5 h / -11 - 20 °C

2.1: LHMDS / tetrahydrofuran / 0.33 h / -78 °C

2.2: 96 percent / tetrahydrofuran / 1 h / -78 °C

With methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jm030810w