benzyl 1-aminocyclopentane-1-carboxylate

Base Information

• Chemical Name: benzyl 1-aminocyclopentane-1-carboxylate
• CAS No.: 5471-59-0
• Molecular Formula: C13H17 N O2
• Molecular Weight: 219.283
• Hs Code.: 2922499990
• Mol file: 5471-59-0.mol

Synonyms:Cyclopentanecarboxylicacid, 1-amino-, benzyl ester (6CI); Benzyl 1-aminocyclopentanecarboxylate; NSC 26986

Chemical Property of benzyl 1-aminocyclopentane-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.000318mmHg at 25°C
• Boiling Point: 320.4°Cat760mmHg
• Flash Point: 172°C
• PSA: 52.32000
• Density: 1.135g/cm³
• LogP: 2.70160

Purity/Quality:

99% ^*data from raw suppliers

Benzyl1-aminocyclopentane-1-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl 1-aminocyclopentane-1-carboxylate

There total 4 articles about benzyl 1-aminocyclopentane-1-carboxylate 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%

(phenylmethyl) 1-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-1-cyclopentanecarboxylate (799274-04-7) → (phenylmethyl) 1-amino-1-cyclopentanecarboxylate (5471-59-0)

Guidance literature:

(phenylmethyl) 1-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-1-cyclopentanecarboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

1-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid (35264-09-6) → (phenylmethyl) 1-amino-1-cyclopentanecarboxylate (5471-59-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / Reflux

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With potassium carbonate; trifluoroacetic acid; In dichloromethane; acetone;

DOI:10.3762/bjoc.8.142

Reference yield:

1-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid (35264-09-6) + benzyl bromide (100-39-0) → (phenylmethyl) 1-amino-1-cyclopentanecarboxylate (5471-59-0)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

2: trifluoroacetic acid / chloroform / 2 h / 20 °C

With caesium carbonate; trifluoroacetic acid; In chloroform; N,N-dimethyl-formamide;

upstream raw materials:

(phenylmethyl) 1-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-1-cyclopentanecarboxylate

1-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid

benzyl bromide

Downstream raw materials:

benzyl 1-(((3R)-3-amino-1-aza-6-[(2,3-dihydro-2,2,4,6,7-pentamethyl-2H-1-benzofuran-5-yl)sulfonyl]guanidino)-2-oxohexan-1-yl)cyclopentanecarboxylate

benzyl 1-(((3R)-1-aza-6-(2,3-dihydro-2,2,4,6,7-pentamethyl-2H-1-benzofuran-5-yl)sulfonylguanidino)-3-(9H-9-fluorenylmethoxycarboxamido)-2-oxohexan-1-yl)cyclopentanecarboxylate

Refernces

• 1、 Bremner, John B.,Keller, Paul A.,Pyne, Stephen G.,Robertson, Mark J.,Sakthivel,Somphol, Kittiya,Baylis, Dean,Coates, Jonathan A.,Deadman, John,Jeevarajah, Dharshini,Rhodes, David I.. "Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations". supporting information; experimental part. p. 1265 - 1270. Retrieved 2012/09/25.
• 2、 -. "Inhibitors of HCV replication". Page/Page column 211. . Retrieved 2010/10/20.