102735-53-5

Basic information

• Product Name: L-CYCLOPROPYLALANINE
• Synonyms: Cyclopropanepropanoicacid, a-aMino-, (aS)-;L-Cyclopropylanine;H-β-Cyclopropyl-L-Alanine;(S)-2-(cyclopropylamino)propanoic acid;(2S)-2-amino-3-cyclopropylpropanoic acid;H-?-Cyclopropyl-L-Alanine99%;L-Ala(β-cyclopropyl)-OH;(S)-2-AMINO-3-CYCLOPROPYL-PROPIONIC ACID
• CAS NO: 102735-53-5
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16
• Product Categories: Amino Acids;Unusual amino acids;pharmacetical;Amino Acid Derivatives;a-amino
• Mol File: 102735-53-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 258 °C at 760 mmHg
• Flash Point: 109.9 °C
• Appearance: white crystalline powder
• Density: 1.218 g/cm³
• Vapor Pressure: 0.00994mmHg at 25°C
• Refractive Index: 1.496
• Storage Temp.: -15°C
• PKA: 2.32±0.10(Predicted)
• CAS DataBase Reference: L-CYCLOPROPYLALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: L-CYCLOPROPYLALANINE(102735-53-5)
• EPA Substance Registry System: L-CYCLOPROPYLALANINE(102735-53-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 102735-53-5(Hazardous Substances Data)

Usage

Uses

3-Cyclopropyl-L-alanine is used to prepare optically active pyrrolidineacetic acids as CCR5 receptor antagonists with antiviral activity against HIV.

InChI:InChI=1/C6H11NO2/c1-4(6(8)9)7-5-2-3-5/h4-5,7H,2-3H2,1H3,(H,8,9)/t4-/m0/s1

Upstream product

• 1198409-01-6 (1S)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl N-(p-methoxyphenyl)-2-amino-3-cyclopropylpropanoate 
• 1198408-99-9 (1S)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl 2-bromo-3-cyclopropylpropanoate 
• 174543-84-1 diethyl cyclopropylacetamidomalonate 
• 1027976-19-7 cyclopropylacetamidomalonic acid 
• 200482-55-9 4-cyclopropylmethylene-2-phenyl-4H-oxazol-5-one 
• 406681-37-6 (2S)-2-tert-butoxycarbonylamino-3-cyclopropyl-propionic acid benzyl ester 
• 849340-24-5 2-tert-butoxycarbonylamino-3-cyclopropylacrylic acid benzyl ester 
• 113741-17-6 (S)-2-amino-3-cyclopropylpropionic acid benzyl ester 
• 133992-69-5 N-acetyl-3-cyclopropylalanine 
• 102693-69-6 (S)-2-Benzyloxycarbonylamino-3-cyclopropyl-propionic acid benzyl ester 

Downstream Products

• 300853-97-8 2-(S)-hydroxy-3-(cyclopropyl)propanoic acid 
• 89483-06-7 (2S)-2-[[(tert-butoxy)carbonyl]amino]-3-cyclopropylpropanoic acid 
• 206438-31-5 methyl (S)-2-amino-3-cyclopropylpropanoate hydrochloride 

Relevant articles and documents

A convenient synthesis of (L)-β-cyclopropylalanine

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METHOD OF PRODUCING OPTICALLY ACTIVE AMINO ACID DERIVATIVE

The present application relates to a method for producing an optically active α-amino acid derivative, comprising steps of reacting an α-haloester derivative represented by the general formula (1): of which alcohol part of the ester group is an optically active alcohol derivative, with an amine compound; then deprotecting the obtained compound; further carrying out an ester exchange reaction. According to the present invention method, it is possible to easily produce an optically active α-amino acid ester derivative which is useful as an intermediate for drugs with high selectivity.

Kinetic Resolution of Unnatural and Rarely Occuring Amino Acids: Enantioselective Hydrolysis of N-Acyl Amino Acids Catalyzed by Acylase I

Acylase I (aminoacylase; N-acylamino-acid amidohydrolase, EC 3.5.1.14, from porcine kidney and the fungus Aspergillus) is broadly applicable enzymatic catalyst for the kinetic resolution of unnatural and rarely occuring α-amino acids.Its enantioselectivity for the hydrolysis of N-acyl L-α-amino acids is nearly absolute, yet it accepts substrates having a wide range of structure and functionality.This paper reports the initial rates of enzyme-catalyzed hydrolysis of over 50 N-acyl amino acids and analogues, the stabilities of the enzymes in aqueous and aqueous/organic solutions, and the effects of different acyl groups and metal ions on the rates of enzymatic hydrolysis.Eleven α-amino and α-methyl α-amino acids were resolved on a 2-29-g scale.Crude L- and D-amino acid products had generally >90percent ee.The utility of resolved amino acids as chiral synthons was illustrated by the preparation of (R)- and (S)-1-butene oxide and the diastereoselective (cis:trans, 7-8:1) iodolactonization of three 2-amino-4-alkenoic acid derivatives.