Cyclopentanecarboxylic acid, 3-amino-, methyl ester, (1R,3S)- (9CI)

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 3-amino-, methyl ester, (1R,3S)- (9CI)
• CAS No.: 789468-94-6
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• Mol file: 789468-94-6.mol

Synonyms:Cyclopentanecarboxylic acid, 3-amino-, methyl ester, (1R,3S)- (9CI)

Chemical Property of Cyclopentanecarboxylic acid, 3-amino-, methyl ester, (1R,3S)- (9CI)

Chemical Property:

• PSA: 52.32000
• LogP: 0.98710

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanecarboxylic acid, 3-amino-, methyl ester, (1R,3S)- (9CI)

There total 8 articles about Cyclopentanecarboxylic acid, 3-amino-, methyl ester, (1R,3S)- (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: 87.0%

methanol (67-56-1) + (1R,3S)-3-aminocyclopentanecarboxylic acid (71830-08-5) → methyl (1R,3S)-3-aminocyclopentane-1-carboxylate (789468-94-6,714195-06-9,733726-58-4,1314922-38-7)

Guidance literature:

With thionyl chloride; for 3h; Reflux;

Reference yield: 80.0%

(1R,3S)-3-Isocyanato-cyclopentanecarboxylic acid methyl ester (155300-52-0) → methyl (1R,3S)-3-aminocyclopentane-1-carboxylate (789468-94-6,714195-06-9,733726-58-4,1314922-38-7)

Guidance literature:

With hydrogenchloride; In methanol;

DOI:10.1246/cl.1994.93

Reference yield:

cis-1,3-cyclopentanedicarboxylic acid (876-05-1,826-02-8) → methyl (1R,3S)-3-aminocyclopentane-1-carboxylate (789468-94-6,714195-06-9,733726-58-4,1314922-38-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / H⁺ resin / Heating

2: H₂O / cholesterol esterase, pH=7

3: Et₃N / acetone / -5 °C

4: NaN₃ / acetone / -5 °C

5: toluene / Heating

6: 80 percent / aq.HCl / methanol

With hydrogenchloride; sodium azide; H⁺ resin; triethylamine; In methanol; water; acetone; toluene;

DOI:10.1246/cl.1994.93

upstream raw materials:

(1R,3S)-3-Isocyanato-cyclopentanecarboxylic acid methyl ester

cis-1,3-cyclopentanedicarboxylic acid

(1R,3S)-dimethyl cyclopentane-1,3-dicarboxylate

(+)-cis-(1S,3R)-3-carbomethoxycyclopentane carboxylic acid

Downstream raw materials:

(1S,4R)-4-tert-Butoxycarbamoyl-1-methoxycarbonylcyclopentane