(3aS,6aR)-benzyl 5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

Base Information

Chemical Name:(3aS,6aR)-benzyl 5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate
CAS No.:214336-99-9
Molecular Formula:C₁₄H₁₆N₂O₃
Molecular Weight:260.293
Hs Code.:
Mol file:214336-99-9.mol

Synonyms:(3aS,6aR)-5-oxohexahydropyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

Suppliers and Price of (3aS,6aR)-benzyl 5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

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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 (3aS,6aR)-benzyl 5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

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Technology Process of (3aS,6aR)-benzyl 5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

There total 3 articles about (3aS,6aR)-benzyl 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: 97.0%

: 197892-34-5
(2R,3S)-3-amino-2-ethoxycarbonylmethylpyrrolidine-1-carboxylic acid benzyl ester

: 214336-99-9
(3aS,6aR)-5-oxohexahydropyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

Guidance literature:: With tert-butylmagnesium chloride; In tetrahydrofuran; at 0 - 20 ℃; for 1.25h;
DOI:10.1021/jm0102203

Reference yield: 70.0%

: (2R,3S)-3-Amino-2-carboxymethyl-pyrrolidine-1-carboxylic acid benzyl ester

: 214336-99-9
(3aS,6aR)-5-oxohexahydropyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide; for 23h;
DOI:10.1016/S0040-4039(99)00365-2

Reference yield:

: trans-3-amino-2-ethoxycarbonylmethyl-pyrrolidine-1-carboxylic acid benzyl ester

: 214336-99-9
(3aS,6aR)-5-oxohexahydropyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: resolution via salt with (+)-di-p-toluyl-D-tartaric acid

2: 97 percent / tert-butylmagnesium chloride / tetrahydrofuran / 1.25 h / 0 - 20 °C

With tert-butylmagnesium chloride; In tetrahydrofuran;
DOI:10.1021/jm0102203