Cyclopentanecarboxylic acid, 2-amino-, methyl ester, (1R,2S)-rel- (9CI)

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 2-amino-, methyl ester, (1R,2S)-rel- (9CI)
• CAS No.: 128001-37-6
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• Mol file: 128001-37-6.mol

Synonyms:Cyclopentanecarboxylicacid, 2-amino-, methyl ester, cis-; (cis)-2-Aminocyclopentanecarboxylic acidmethyl ester; Methyl cis-2-aminocyclopentanecarboxylate

Chemical Property of Cyclopentanecarboxylic acid, 2-amino-, methyl ester, (1R,2S)-rel- (9CI)

Chemical Property:

• PSA: 52.32000
• LogP: 0.98710

Purity/Quality:

98%min ^*data from raw suppliers

Methylcis-2-Aminocyclopentanecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopentanecarboxylic acid, 2-amino-, methyl ester, (1R,2S)-rel- (9CI)

There total 2 articles about Cyclopentanecarboxylic acid, 2-amino-, methyl ester, (1R,2S)-rel- (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:

methyl cis-2-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopentanecarboxylate → (1S,2R)-2-Amino-cyclopentanecarboxylic acid methyl ester (128001-37-6,135053-21-3,170421-23-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 ℃; for 2h;

DOI:10.1021/jo00023a033

Reference yield:

(±)-cis-2-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid (136315-70-3) → (1S,2R)-2-Amino-cyclopentanecarboxylic acid methyl ester (128001-37-6,135053-21-3,170421-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 0 °C

2: 4 N HCl / dioxane / 2 h / 0 °C

With hydrogenchloride; In 1,4-dioxane; diethyl ether;

DOI:10.1021/jo00023a033

Reference yield:

Z-Asp(OBzl)-OH (3479-47-8) + (1S,2R)-2-Amino-cyclopentanecarboxylic acid methyl ester (128001-37-6,135053-21-3,170421-23-5) → N-(benzyloxycarbonyl)-β-benzyl-L-aspartyl-cis-(1S,2R)-2-aminocyclopentanecarboxylic acid methyl ester (136315-65-6) + N-(benzyloxycarbonyl)-β-benzyl-L-aspartyl-cis-(1R,2S)-2-aminocyclopentanecarboxylic acid methyl ester (136237-68-8)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; Yield given. Yields of byproduct given. Title compound not separated from byproducts; pH 6 (Et₃N), 1) -30 deg C, 1 h, 2) r.t., 2 h;

DOI:10.1021/jo00023a033

upstream raw materials:

(±)-cis-2-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid

Downstream raw materials:

N-(benzyloxycarbonyl)-β-benzyl-L-aspartyl-cis-(1S,2R)-2-aminocyclopentanecarboxylic acid methyl ester

N-(benzyloxycarbonyl)-β-benzyl-L-aspartyl-cis-(1R,2S)-2-aminocyclopentanecarboxylic acid methyl ester

Refernces