Cyclopentanecarboxylic acid, 3-[[(4-bromophenyl)sulfonyl]oxy]-1-[[(1,1-dimethylethoxy)carbonyl]amino] -, ethyl ester, (1R,3S)-

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 3-[[(4-bromophenyl)sulfonyl]oxy]-1-[[(1,1-dimethylethoxy)carbonyl]amino] -, ethyl ester, (1R,3S)-
• CAS No.: 527758-17-4
• Molecular Formula: C₁₉H₂₆BrNO₇S
• Molecular Weight: 492.388
• Mol file: 527758-17-4.mol

Synonyms:

Chemical Property of Cyclopentanecarboxylic acid, 3-[[(4-bromophenyl)sulfonyl]oxy]-1-[[(1,1-dimethylethoxy)carbonyl]amino] -, ethyl ester, (1R,3S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopentanecarboxylic acid, 3-[[(4-bromophenyl)sulfonyl]oxy]-1-[[(1,1-dimethylethoxy)carbonyl]amino] -, ethyl ester, (1R,3S)-

There total 4 articles about Cyclopentanecarboxylic acid, 3-[[(4-bromophenyl)sulfonyl]oxy]-1-[[(1,1-dimethylethoxy)carbonyl]amino] -, ethyl ester, (1R,3S)- 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:

4-bromobenzenesulfonyl chloride (98-58-8) + N-Boc ethyl (1S,3R)-1-amino-3-hydroxycyclopentane-1-carboxylate (207729-10-0) → (1R,3S)-3-(4-Bromo-benzenesulfonyloxy)-1-tert-butoxycarbonylamino-cyclopentanecarboxylic acid ethyl ester (527758-17-4)

Guidance literature:

With dmap; triethylamine; In chloroform; at 20 ℃;

DOI:10.1016/S0040-4039(02)02696-5

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (1R,3S)-3-(4-Bromo-benzenesulfonyloxy)-1-tert-butoxycarbonylamino-cyclopentanecarboxylic acid ethyl ester (527758-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Na₂CO₃ / CHCl₃; H₂O / Heating

2: DMAP; Et₃N / CHCl₃ / 20 °C

With dmap; sodium carbonate; triethylamine; In chloroform; water;

DOI:10.1016/S0040-4039(02)02696-5

Reference yield:

(S)-1-Amino-3-hydroxy-cyclopentanecarboxylic acid ethyl ester → (1R,3S)-3-(4-Bromo-benzenesulfonyloxy)-1-tert-butoxycarbonylamino-cyclopentanecarboxylic acid ethyl ester (527758-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Na₂CO₃ / CHCl₃; H₂O / Heating

2: DMAP; Et₃N / CHCl₃ / 20 °C

With dmap; sodium carbonate; triethylamine; In chloroform; water;

DOI:10.1016/S0040-4039(02)02696-5

upstream raw materials:

4-bromobenzenesulfonyl chloride

N-Boc ethyl (1S,3R)-1-amino-3-hydroxycyclopentane-1-carboxylate

di-tert-butyl dicarbonate

(S)-1-(Benzhydrylidene-amino)-3-trityloxy-cyclopentanecarboxylic acid ethyl ester

Downstream raw materials:

3-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-1-tert-butoxycarbonylamino-cyclopentanecarboxylic acid ethyl ester