Cyclopentanecarboxylic acid, 2-amino-5-(1,1-dimethylethyl)-, methyl ester,

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 2-amino-5-(1,1-dimethylethyl)-, methyl ester,
• CAS No.: 641609-29-2
• Molecular Formula: C₁₁H₂₁NO₂
• Molecular Weight: 199.293
• Mol file: 641609-29-2.mol

Synonyms:(-)-(1R,2S,5S)-2-Amino-5-(1,1-dimethylethyl)cyclopentanecarboxylicacid methyl ester

Chemical Property of Cyclopentanecarboxylic acid, 2-amino-5-(1,1-dimethylethyl)-, methyl ester,

Chemical Property:

• PSA: 52.32000
• LogP: 2.25930

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanecarboxylic acid, 2-amino-5-(1,1-dimethylethyl)-, methyl ester,

There total 3 articles about Cyclopentanecarboxylic acid, 2-amino-5-(1,1-dimethylethyl)-, methyl ester, 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: 75.0%

methyl (1R,2S,5S,αS)-5-tert-butyl-2-(N-benzyl-N-α-methylbenzylamino)cyclopentane-1-carboxylate (641609-27-0) → methyl (1R,2S,5S)-5-tert-butyl-2-aminocyclopentane-1-carboxylate (641609-29-2,641609-32-7)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; at 20 ℃; under 3800.26 Torr;

DOI:10.1039/b308855c

Reference yield:

methyl (1RS,2SR,5SR,αS)-5-tert-butyl-2-(N-benzyl-N-α-methylbenzylamino)cyclopentane-1-carboxylate → methyl (1S,2R,5R)-5-tert-butyl-2-aminocyclopentane-1-carboxylate (641609-32-7) + methyl (1R,2S,5S)-5-tert-butyl-2-aminocyclopentane-1-carboxylate (641609-29-2,641609-32-7)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; at 20 ℃; for 24h; under 3800 Torr; Title compound not separated from byproducts;

DOI:10.1039/b506339f

Reference yield:

methyl (S)-5-tert-butyl-cyclopentene-1-carboxylate (641609-28-1) → methyl (1R,2S,5S)-5-tert-butyl-2-aminocyclopentane-1-carboxylate (641609-29-2,641609-32-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: tetrahydrofuran; hexane / 2 h / -78 °C

2.1: H₂ / Pd(OH)2/C / methanol / 24 h / 20 °C / 3800 Torr

With n-butyllithium; hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; hexane;

DOI:10.1039/b506339f

upstream raw materials:

methyl (1R,2S,5S,αS)-5-tert-butyl-2-(N-benzyl-N-α-methylbenzylamino)cyclopentane-1-carboxylate

methyl (S)-5-tert-butyl-cyclopentene-1-carboxylate