(1S,2S)-Methyl 2-aMinocyclopentanecarboxylate

Base Information

• Chemical Name: (1S,2S)-Methyl 2-aMinocyclopentanecarboxylate
• CAS No.: 862287-27-2
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.18362
• Mol file: 862287-27-2.mol

Synonyms:(1S,2S)-Methyl 2-aMinocyclopentanecarboxylate

Chemical Property of (1S,2S)-Methyl 2-aMinocyclopentanecarboxylate

Chemical Property:

• Boiling Point: 193.0±33.0 °C(Predicted)
• PKA: 10.05±0.40(Predicted)
• PSA: 52.32000
• Density: 1.069±0.06 g/cm3(Predicted)
• LogP: 0.98710

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,2S)-Methyl 2-aMinocyclopentanecarboxylate

There total 7 articles about (1S,2S)-Methyl 2-aMinocyclopentanecarboxylate 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 (2S,3S)-2-allyl-3-[(benzyloxy)carbonylamino]-pent-4-enoate (697789-49-4) → (1S,2S)-2-aminocyclopentanecarboxylic acid methyl ester (862287-27-2,170421-23-5)

Guidance literature:

methyl (2S,3S)-2-allyl-3-[(benzyloxy)carbonylamino]-pent-4-enoate; With Grubbs catalyst first generation; In benzene; at 20 ℃; for 2h;

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 12h;

DOI:10.1021/jo049794g

Reference yield:

methyl (1S,2S)-2-benzyloxycarbonylaminocyclopent-3-enecarboxylate (697789-67-6) → (1S,2S)-2-aminocyclopentanecarboxylic acid methyl ester (862287-27-2,170421-23-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 12h;

DOI:10.1021/jo049794g

Reference yield:

methyl (3R)-3-[(benzyloxy)carbonylamino]-5-methylsulfanylpentanoate (697789-43-8) → (1S,2S)-2-aminocyclopentanecarboxylic acid methyl ester (862287-27-2,170421-23-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 53 percent / LDA; LiCl / tetrahydrofuran / 18 h / -78 - 20 °C

2.1: hydrogen peroxide; acetic acid / 4 h / 20 °C

3.1: 62 mg / m-xylene / 16 h / 200 °C

4.1: Grubbs' ruthenium catalyst / benzene / 2 h / 20 °C

4.2: hydrogen / Pd/C / methanol / 12 h / 20 °C

With Grubbs catalyst first generation; dihydrogen peroxide; acetic acid; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; m-xylene; benzene;

DOI:10.1021/jo049794g

upstream raw materials:

methanol

(1S,2S)-2-aminocyclopentanecarboxylic acid hydrochloride

methyl (1S,2S)-2-benzyloxycarbonylaminocyclopent-3-enecarboxylate

methyl (2S,3S)-2-allyl-3-[(benzyloxy)carbonylamino]-pent-4-enoate