(1S,4R)-Methyl 4-aMinocyclopent-2-enecarboxylate hydrochloride

Base Information

• Chemical Name: (1S,4R)-Methyl 4-aMinocyclopent-2-enecarboxylate hydrochloride
• CAS No.: 229613-83-6
• Molecular Formula: C7H11NO2.ClH
• Molecular Weight: 177.631
• Mol file: 229613-83-6.mol

Synonyms:methyl (1S,4R)-4-aminocyclopent-2-enecarboxylate hydrochloride;cis-4-amino-2-cyclopentene-1-carboxylic acid methyl ester hydrochloride;(1S,4R)-(-)-Methyl-4-aminocyclopent-2-en-1-carboxylate Hydrochloride;(1S,4R)-4-amino-2-cyclopentene-1-carboxylic acid methyl ester hydrochloride;(1R,3S)-methyl-1-aminocyclopent-4-ene-3-carboxylate hydrochloride;

Chemical Property of (1S,4R)-Methyl 4-aMinocyclopent-2-enecarboxylate hydrochloride

Chemical Property:

• PSA: 52.32000
• LogP: 1.56510

Purity/Quality:

98% ^*data from raw suppliers

Methyl(1S,4R)-4-Aminocyclopent-2-ene-1-carboxylateHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,4R)-Methyl 4-aMinocyclopent-2-enecarboxylate hydrochloride

There total 11 articles about (1S,4R)-Methyl 4-aMinocyclopent-2-enecarboxylate hydrochloride 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: 100.0%

methanol (67-56-1) + (-)-2-azabicyclo[2.2.1]hept-5-en-3-one (79200-56-9) → (–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride (229613-83-6,426226-35-9)

Guidance literature:

With thionyl chloride; at 0 ℃; for 2h;

DOI:10.1016/S0040-4039(00)02210-3

Reference yield: 100.0%

methanol (67-56-1) + (-)-(1S, 4R)-4-amino-2-cyclopentene-1-carboxylic acid (102579-71-5,102579-72-6,102679-78-7,134003-04-6,134234-04-1) → (–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride (229613-83-6,426226-35-9)

Guidance literature:

With acetyl chloride; at 20 ℃; for 4h;

DOI:10.1021/jm0205604

Reference yield: 100.0%

(1R,35)-1-aminocyclopent-4-ene-3-carboxylic acid → (–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride (229613-83-6,426226-35-9)

Guidance literature:

upstream raw materials:

(-)-(1S,4R)-4-aminocyclopent-2-ene-1-carboxylic acid hydrochloride

2,2-dimethoxy-propane

methanol

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Downstream raw materials:

(1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate

(1S,2S,3R,4R)-methyl-3-((S)-1-acetamido-2-ethylbutyl)-4-(2,3-bis(tert-butoxycarbonyl)guanidino)-2-(((3-(((E)-3-(3,4-bis(allyloxy)phenyl)acryloyl)oxy)propyl)carbamoyl)oxy)cyclopentanecarboxylate

Refernces

• 1、 -. "PYRIMIDINE AND PYRIDINE DERIVATIVES AND USE IN TREATMENT, AMELIORATION OR PREVENTION OF INFLUENZA THEREOF". Page/Page column 129. . Retrieved 2017/12/28.
• 2、 Armitage, Ian,Elliott, Eric L.,Hicks, Frederick,Langston, Marianne,McCarron, Ashley,McCubbin, Quentin J.,Obrien, Erin,Stirling, Matt,Zhu, Lei. "Process Development and GMP Production of a Potent NAE Inhibitor Pevonedistat". . p. 1299 - 1307. Retrieved 2015/09/28.