121786-39-8

Basic information

• Product Name: D-CYCLOPROPYLALANINE
• Synonyms: 3-CYCLOPROPYL-D-ALANINE;BETA-CYCLOPROPYL-D-ALANINE;D-CYCLOPROPYLALANINE;H-BETA-CYCLOPROPYL-D-ALA-OH;H-D-ALA(BETA-CYCLOPROPYL)-OH;H-D-ALA(CPRO)-OH;H-D-ALA(CYCLOPROPYL)-OH;(R)-2-AMINO-3-CYCLOPROPYL-PROPIONIC ACID
• CAS NO: 121786-39-8
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16
• Product Categories: Amino Acids;Unusual amino acids;pharmacetical;a-amino;Pyridines
• Mol File: 121786-39-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 258.041 °C at 760 mmHg
• Flash Point: 109.86 °C
• Appearance: /
• 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: D-CYCLOPROPYLALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: D-CYCLOPROPYLALANINE(121786-39-8)
• EPA Substance Registry System: D-CYCLOPROPYLALANINE(121786-39-8)

Safety Data

• Hazardous Substances Data: 121786-39-8(Hazardous Substances Data)

Usage

Description

D-Cyclopropylalanine is an amino acid derivative characterized by the presence of a cyclopropane ring in its side chain. It is an off-white powder and is used in the synthesis of various heterocyclic compounds.

Uses

Used in Pharmaceutical Industry:
D-Cyclopropylalanine is used as a building block in the synthesis of heterocyclo-fused [1,3]oxazepines and -thiazepines and their analogs. These compounds serve as inhibitors of neutral endopeptidase and angiotensin-converting enzyme, which are important targets for the development of drugs to treat hypertension and other cardiovascular diseases.
Used in Chemical Synthesis:
D-Cyclopropylalanine is used as a key intermediate in the synthesis of various heterocyclic compounds with potential applications in medicinal chemistry and drug discovery. Its unique cyclopropane-containing side chain allows for the formation of novel ring systems and the exploration of new chemical space for the development of bioactive molecules.

InChI:InChI=1/C6H11NO2/c1-4(6(8)9)7-5-2-3-5/h4-5,7H,2-3H2,1H3,(H,8,9)/t4-/m1/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 
• 33574-02-6 cyclopropylmethyl iodide 
• 170115-96-5 2-amino-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylacetamide 
• 133992-69-5 N-acetyl-3-cyclopropylalanine 
• 170642-22-5 (R)-2-Amino-3-cyclopropyl-N-((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-propionamide 

Downstream Products

• 89483-08-9 (R)-2-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoic acid 

Relevant articles and documents

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.

A practical method for the synthesis of D- or L-α-amino acids by the alkylation of (+)- or (-)-pseudoephedrine glycinamide

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