1758-77-6

Basic information

• Product Name: L-2-aziridinecarboxylic acid
• Synonyms: L-2-aziridinecarboxylic acid;(S)-Aziridine-2-carboxylic acid
• CAS NO: 1758-77-6
• Molecular Formula: C₃H₅NO₂
• Molecular Weight: 87.0773
• Mol File: 1758-77-6.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: L-2-aziridinecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: L-2-aziridinecarboxylic acid(1758-77-6)
• EPA Substance Registry System: L-2-aziridinecarboxylic acid(1758-77-6)

Safety Data

• Hazardous Substances Data: 1758-77-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
L-2-aziridinecarboxylic acid is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals for its ability to contribute to the development of novel and effective compounds.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
L-2-aziridinecarboxylic acid is utilized as a chiral auxiliary to facilitate asymmetric synthesis, enhancing the selectivity and yield of enantioselective reactions, which is vital for producing single enantiomers of chiral drugs.
Used in Drug Development:
L-2-aziridinecarboxylic acid is employed in the development of new drugs, capitalizing on its unique reactivity and potential applications in medicinal chemistry to create innovative therapeutic agents.
Used in Anticancer Research:
L-2-aziridinecarboxylic acid is studied for its potential anticancer properties, exploring its ability to target and inhibit cancer cells, contributing to the advancement of cancer treatment options.
Used in Antimicrobial Research:
L-2-aziridinecarboxylic acid is also investigated for its antimicrobial properties, with potential applications in the development of new antibiotics or antifungal agents to combat resistant strains and improve public health.

Upstream product

• 2731-73-9 (S)-3-chloroalanine 
• 112346-82-4 D-β-Chloroalanine methyl ester hydrochloride 
• 1286768-92-0 (S)-2-Boc-aziridine-2-carboxylic acid 

Downstream Products

• 114502-00-0 (2S)-2-amino-3-<(2-amino-1-carboxyethyl)-thio>propanoic acid 
• 922-55-4 lanthionine 
• 114501-98-3 3-Amino-2-((R)-2-amino-2-carboxy-ethylsulfanyl)-propionic acid 
• 733035-13-7 L,L-Lanthionine 
• 356519-34-1 (2S)-1-(2-nitrobenzene-1-sulfonyl) aziridine-2-carboxylic acid 

Relevant articles and documents

Polybasic nitrogen heterocyclic non-natural chiral amino acid and synthesis method thereof

The invention relates to a polybasic nitrogen heterocyclic non-natural chiral amino acid and a synthesis method thereof. The amino acid can be applied to molecule building for antibiotic synthesis. According to the synthesis method, 2-aminodiethyl malonate and halogenated alkanes carry out substitution reactions, cyclization reactions, and decarboxylation reactions, and the reaction products are split to obtain the polybasic nitrogen heterocyclic non-natural chiral amino acid. The provided novel synthesis method has the advantages of simple synthesis route, low cost, convenient operation, andeasiness for commercial production, the chiral purity of obtained products is high, and the application prospect is good.

Process for preparing optically active amino acid derivatives

An optically active amino acid derivative is produced by N-protecting an optically active 3-haloalanine derivative followed by cyclization, or cyclizing this derivative followed by N-protection to thereby give an optically active N-protected-aziridine-2-carboxylic acid derivative which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent, or by N-protecting an optically active 3-haloalanine derivative to thereby give N-protected-aziridine-2-carboxylic acid which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent. According to this process, natural and unnatural optically active amino acids can be produced from inexpensive materials by using simple procedures.

PROCESSES FOR PREPARING OPTICALLY ACTIVE AMINO ACID DERIVATIVES

An optically active amino acid derivative is produced by N-protecting an optically active 3-haloalanine derivative followed by cyclization, or cyclizing this derivative followed by N-protection to thereby give an optically active N-protected-aziridine-2-carboxylic acid derivative which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent, or by N-protecting an optically active 3-haloalanine derivative to thereby give N-protected-aziridine-2-carboxylic acid which is protected by a benzenesulfonyl group substituted by nitro at the 2- and/or 4-positions and then treating this product with an organic metal reagent. According to this process, natural and unnatural optically active amino acids can be produced from inexpensive materials by using simple procedures.