(1R,3R,4S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Base Information

• Chemical Name: (1R,3R,4S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
• CAS No.: 133357-63-8
• Molecular Formula: C₂₉H₃₅NO₄S
• Molecular Weight: 493.667
• Mol file: 133357-63-8.mol

Synonyms:

Chemical Property of (1R,3R,4S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3R,4S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 8 articles about (1R,3R,4S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl 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:

Benzenesulfonylamino-bromo-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133344-28-2) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → (1S,3S,4R)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133357-63-8) + (1R,3R,4S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133357-63-8)

Guidance literature:

With triethylamine; In benzene; at 0 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)97035-7

Reference yield:

Benzenesulfonylamino-bromo-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133344-28-2) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → (1S,3S,4R)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133357-63-8) + (1R,3R,4S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133357-63-8)

Guidance literature:

With triethylamine; In benzene; at 0 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)97035-7

Reference yield:

(-)-8-phenylmenthyl glycinate (120130-28-1) → (1S,3S,4R)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (133357-63-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / 25 °C

2: Br₂ / Irradiation

3: NEt₃ / benzene / 0 °C

With pyridine; bromine; triethylamine; In dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)97035-7

upstream raw materials:

Benzenesulfonylamino-bromo-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

cyclopenta-1,3-diene

(-)-8-phenylmenthyl glycinate

Benzenesulfonylamino-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester