(1S,2R,3R,5R,6S)-2-Azido-3-(4-chloro-benzyloxy)-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester

Base Information

• Chemical Name: (1S,2R,3R,5R,6S)-2-Azido-3-(4-chloro-benzyloxy)-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester
• CAS No.: 888073-59-4
• Molecular Formula: C₂₄H₂₄ClN₃O₅
• Molecular Weight: 469.925
• Mol file: 888073-59-4.mol

Synonyms:

Chemical Property of (1S,2R,3R,5R,6S)-2-Azido-3-(4-chloro-benzyloxy)-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3R,5R,6S)-2-Azido-3-(4-chloro-benzyloxy)-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester

There total 2 articles about (1S,2R,3R,5R,6S)-2-Azido-3-(4-chloro-benzyloxy)-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl 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:

(1S,2R,3R,5R,6S)-2-azido-3-hydroxy-bicyclo [3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester (259134-64-0) + 4-chlorobenzyl 2,2,2-trichloroacetimidate (154256-83-4) → (1S,2R,3R,5R,6S)-2-Azido-3-(4-chloro-benzyloxy)-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester (888073-59-4)

Guidance literature:

With trifluorormethanesulfonic acid; In chloroform; cyclohexane; at 20 ℃;

DOI:10.1016/j.bmc.2005.12.061

Reference yield:

para-Chlorobenzyl alcohol (873-76-7) → (1S,2R,3R,5R,6S)-2-Azido-3-(4-chloro-benzyloxy)-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester (888073-59-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran / 20 °C

2: trifluoromethanesulfonic acid / cyclohexane; CHCl₃ / 20 °C

With trifluorormethanesulfonic acid; sodium hydride; In tetrahydrofuran; chloroform; cyclohexane;

DOI:10.1016/j.bmc.2005.12.061

Reference yield:

(1S,2R,3R,5R,6S)-2-Azido-3-(4-chloro-benzyloxy)-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester (888073-59-4) → (1S,2R,3R,5R,6S)-2-Amino-3-(4-chloro-benzyloxy)-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester (820260-53-5)

Guidance literature:

With water; trimethylphosphane; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmc.2005.12.061

upstream raw materials:

(1S,2R,3R,5R,6S)-2-azido-3-hydroxy-bicyclo [3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester

4-chlorobenzyl 2,2,2-trichloroacetimidate

para-Chlorobenzyl alcohol

Downstream raw materials:

(1S,2R,3R,5R,6S)-2-Amino-3-(4-chloro-benzyloxy)-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester