(1α,5α,6α)-6-hydroxy-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester

Base Information

• Chemical Name: (1α,5α,6α)-6-hydroxy-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester
• CAS No.: 504438-12-4
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.267
• Mol file: 504438-12-4.mol

Synonyms:(1α,5α,6α)-6-hydroxy-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester

Chemical Property of (1α,5α,6α)-6-hydroxy-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1α,5α,6α)-6-hydroxy-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester

There total 4 articles about (1α,5α,6α)-6-hydroxy-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester 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: 15.0%

6,6-dibromo-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester → (1α,5α,6α)-6-hydroxy-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester (504438-12-4,1255099-53-6)

Guidance literature:

6,6-dibromo-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester; With n-butyllithium; In tetrahydrofuran; at -95 ℃; for 0.166667h;

With benzo[1,3,2]dioxaborole; In tetrahydrofuran; at -95 - 50 ℃; for 16.5h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; for 18h;

Reference yield: 15.0%

6,6-dibromo-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester (681425-42-3) → (1α,5α,6α)-6-hydroxy-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester (504438-12-4,1255099-53-6)

Guidance literature:

6,6-dibromo-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester; With n-butyllithium; In tetrahydrofuran; at -95 ℃; for 0.166667h;

With benzo[1,3,2]dioxaborole; In tetrahydrofuran; at 50 ℃; for 16h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; for 18h;

DOI:10.1021/jm058204j

Reference yield:

benzyl (1α,5α,6α)-6-acetoxy-3-azabicyclo[3.1.0]hexan-3-ylcarboxylate (504438-13-5) → (1α,5α,6α)-6-hydroxy-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester (504438-12-4,1255099-53-6)

Guidance literature:

With potassium carbonate; In methanol; water;

upstream raw materials:

6,6-dibromo-3-azabicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester

1-carboxybenzyl-3-pyrrolidine

benzyl (1α,5α,6α)-6-acetoxy-3-azabicyclo[3.1.0]hexan-3-ylcarboxylate

Downstream raw materials:

benzyl (1α,5α,6α)-6-t-butyldimethylsilyloxy-3-azabicyclo[3.1.0]hexan-3-ylcarboxylate

{4-[(1α,5α,6α)-6-(tert-butyldimethylsilanyloxy)-3-azabicyclo[3.1.0]hex-3-yl]-3,5-difluorophenyl}carbamic acid benzyl ester

(1α,5α,6α)-6-(tert-butyldimethylsilyloxy)-3-(2,6-difluoro-4-nitrophenyl)-3-azabicyclo[3.1.0]hexane

4-[(1S,5R,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-aza-bicyclo[3.1.0]hex-3-yl]-3,5-difluoro-phenylamine