(1S,2R,5R)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate

Base Information

Chemical Name:(1S,2R,5R)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate
CAS No.:1610036-83-3
Molecular Formula:C₁₄H₁₅NO₅
Molecular Weight:277.277
Hs Code.:

Synonyms:(1S,2R,5R)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate

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Chemical Property of (1S,2R,5R)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate

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Technology Process of (1S,2R,5R)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate

There total 4 articles about (1S,2R,5R)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate 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: 17.0%

: (R)-1-benzyl 2-methyl 1H-pyrrole-1,2(2H,5H)-dicarboxylate

: 1610036-83-3
(1S,2R,5R)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate

: 1610036-84-4
(1R,2R,5S)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate

Guidance literature:: With 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; at 65 ℃; for 16h;

Reference yield:

: 132431-11-9
methyl (2R)-1-benzyloxycarbonyl-4-oxopyrrolidine-2-carboxylate

: 1610036-83-3
(1S,2R,5R)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate

: 1610036-84-4
(1R,2R,5S)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap / dichloromethane / 16 h / 0 - 20 °C

2: bis-triphenylphosphine-palladium(II) chloride; tributyl-amine; formic acid / N,N-dimethyl-formamide / 4 h / 60 °C / Inert atmosphere

3: 3-chloro-benzenecarboperoxoic acid; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol / 1,2-dichloro-ethane / 16 h / 65 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; formic acid; tributyl-amine; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

: 155075-23-3
(2R,4R)-1-benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

: 1610036-83-3
(1S,2R,5R)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate

: 1610036-84-4
(1R,2R,5S)-3-benzyl 2-methyl 6-oxa-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid / dichloromethane / 0.25 h / 20 °C

2: dmap / dichloromethane / 16 h / 0 - 20 °C

3: bis-triphenylphosphine-palladium(II) chloride; tributyl-amine; formic acid / N,N-dimethyl-formamide / 4 h / 60 °C / Inert atmosphere

4: 3-chloro-benzenecarboperoxoic acid; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol / 1,2-dichloro-ethane / 16 h / 65 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; formic acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tributyl-amine; trichloroisocyanuric acid; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;