[1α,5α,6β]-3-Benzyloxycarbonyl-3-azabicyclo[3.1.0] hexane-6-carboxylic acid

Base Information

• Chemical Name: [1α,5α,6β]-3-Benzyloxycarbonyl-3-azabicyclo[3.1.0] hexane-6-carboxylic acid
• CAS No.: 134677-59-1
• Molecular Formula: C₁₄H₁₅NO₄
• Molecular Weight: 261.277
• Mol file: 134677-59-1.mol

Synonyms:[1α,5α,6β]-3-Benzyloxycarbonyl-3-azabicyclo[3.1.0] hexane-6-carboxylic acid

Chemical Property of [1α,5α,6β]-3-Benzyloxycarbonyl-3-azabicyclo[3.1.0] hexane-6-carboxylic acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1α,5α,6β]-3-Benzyloxycarbonyl-3-azabicyclo[3.1.0] hexane-6-carboxylic acid

There total 3 articles about [1α,5α,6β]-3-Benzyloxycarbonyl-3-azabicyclo[3.1.0] hexane-6-carboxylic acid 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: 75.0%

3-benzyl 6-ethyl (1α,5α,6β)-3-azabicyclo[3.1.0]hexane-3,6-dicarboxylate (134575-38-5) → [1α,5α,6β]-3-Benzyloxycarbonyl-3-azabicyclo[3.1.0] hexane-6-carboxylic acid (134677-59-1)

Guidance literature:

With sodium hydroxide; In methanol;

Reference yield:

1-carboxybenzyl-3-pyrrolidine (31970-04-4) → [1α,5α,6β]-3-Benzyloxycarbonyl-3-azabicyclo[3.1.0] hexane-6-carboxylic acid (134677-59-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Rh₂(OAc)4 / CH₂Cl₂

2: NaOH / methanol

With dirhodium tetraacetate; sodium hydroxide; In methanol; dichloromethane;

DOI:10.1021/jm058204j

Reference yield:

→ [1α,5α,6β]-3-Benzyloxycarbonyl-3-azabicyclo[3.1.0] hexane-6-carboxylic acid (134677-59-1)

Guidance literature:

upstream raw materials:

3-benzyl 6-ethyl (1α,5α,6β)-3-azabicyclo[3.1.0]hexane-3,6-dicarboxylate

1-carboxybenzyl-3-pyrrolidine

Downstream raw materials:

[(1α,5α,6β)-3-(4-benzyloxycarbonylamino-2,6-difluorophenyl)-3-azabicyclo[3.1.0]hex-6-yl]carbamic acid tert-butyl ester

[endo-(1R,5S)-3-(2,6-difluoro-4-nitro-phenyl)-3-aza-bicyclo[3.1.0]hex-6-yl]carbamic acid tert-butyl ester

[(1R,5S,6R)-3-(4-Amino-2,6-difluoro-phenyl)-3-aza-bicyclo[3.1.0]hex-6-yl]-carbamic acid tert-butyl ester

[1α,5α,6β]-6-(tert-Butoxycarbonylamino)-3-azabicyclo[3.1.0]hexane