Cyclopentanecarboxylic acid, 2-amino-, ethyl ester, (1S-cis)- (9CI)

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 2-amino-, ethyl ester, (1S-cis)- (9CI)
• CAS No.: 197904-11-3
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.213
• Mol file: 197904-11-3.mol

Synonyms:Cyclopentanecarboxylicacid, 2-amino-, ethyl ester, (1S-cis)- (9CI)

Chemical Property of Cyclopentanecarboxylic acid, 2-amino-, ethyl ester, (1S-cis)- (9CI)

Chemical Property:

• PSA: 52.32000
• LogP: 1.37720
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl(1S,2R)-2-aminocyclopentanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl (1S,2R)-2-aminocyclopentanecarboxylate is a heterocyclic compound mainly used in organic synthesis.?

Technology Process of Cyclopentanecarboxylic acid, 2-amino-, ethyl ester, (1S-cis)- (9CI)

There total 3 articles about Cyclopentanecarboxylic acid, 2-amino-, ethyl ester, (1S-cis)- (9CI) 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: 42.0%

ethyl cis-2-aminocyclopentane-1-carboxylate (1609100-30-2,752181-59-2) → (1R,2S)-2-aminocyclopentanecarboxylic acid ethyl ester (197904-11-3,1609100-30-2,752181-59-2) + (1RS,2SR)-cispentacin (57043-00-2,37910-65-9) + ethyl (1R,2S)-2-aminocyclopentane-1-carboxylate (197916-36-2,1609100-30-2,752181-59-2)

Guidance literature:

With water; Candida antarctica lipase B; In di-isopropyl ether; at 65 ℃; for 87h;

DOI:10.1002/chem.200700257

Reference yield:

C8H8O3*C15H20FNO2 (1140972-24-2) → (1R,2S)-2-aminocyclopentanecarboxylic acid ethyl ester (197904-11-3,1609100-30-2,752181-59-2)

Guidance literature:

C₈H₈O₃*C₁₅H₂₀FNO₂; With 5%-palladium/activated carbon; hydrogen; In methanol; at 50 ℃; for 18h;

With sodium hydrogencarbonate; In water; ethyl acetate;

DOI:10.1016/j.tetasy.2008.11.029

Reference yield:

2-ethoxycarbonyl-1-cyclopentanone (611-10-9) → (1R,2S)-2-aminocyclopentanecarboxylic acid ethyl ester (197904-11-3,1609100-30-2,752181-59-2) + ethyl (1S,2S)-2-aminocyclopentanecarboxylate (1609100-30-2,752181-59-2) + ethyl (1R,2S)-2-aminocyclopentane-1-carboxylate (197916-36-2,1609100-30-2,752181-59-2)

Guidance literature:

With transaminase ATA-234; isopropylamine; In aq. phosphate buffer; dimethyl sulfoxide; at 30 ℃; for 24h; pH=7.5; Enzymatic reaction;

DOI:10.1039/c3cc46760k

upstream raw materials:

ethyl cis-2-aminocyclopentane-1-carboxylate

C₈H₈O₃*C₁₅H₂₀FNO₂

2-ethoxycarbonyl-1-cyclopentanone

Downstream raw materials:

(1S,2R)-2-tert-butoxycarbonylaminocyclopentanecarboxylic acid ethyl ester

Refernces

• 1、 Dragovich, Peter S.,Murphy, Douglas E.,Dao, Kimkim,Kim, Sun Hee,Li, Lian-Sheng,Ruebsam, Frank,Sun, Zhongxiang,Tran, Chinh V.,Xiang, Alan X.,Zhou, Yuefen. "Efficient synthesis of (1R,2S) and (1S,2R)-2-aminocyclopentanecarboxylic acid ethyl ester derivatives in enantiomerically pure form". experimental part. p. 2796 - 2803. Retrieved 2009/06/28.