171514-07-1

Basic information

• Product Name: (+)-2-acetamido-3-azidopropanoic acid methyl ester
• Synonyms: (+)-2-acetamido-3-azidopropanoic acid methyl ester
• CAS NO: 171514-07-1
• Molecular Weight: 186.17
• Mol File: 171514-07-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (+)-2-acetamido-3-azidopropanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-2-acetamido-3-azidopropanoic acid methyl ester(171514-07-1)
• EPA Substance Registry System: (+)-2-acetamido-3-azidopropanoic acid methyl ester(171514-07-1)

Safety Data

• Hazardous Substances Data: 171514-07-1(Hazardous Substances Data)

Upstream product

• 2311-26-4 (S)-methyl 2-acetamido-3-hydroxypropanoate 
• 151910-16-6 methyl (2S)-(-)-1-acetylaziridine-2-carboxylate 

Downstream Products

• 5429-56-1 N-Acetamidoacrylic acid 
• 179015-36-2 methyl (S)-(+)-3-acetamido-2-aminopropanoate 

Relevant articles and documents

Regioselectivity of Ring-Opening Reactions of Optically Active N-Acetyl-2-Methoxycarbonylaziridine

(S)-(-)-N-acetyl-2-methoxycarbonylaziridine 1 undergoes easy ring-opening by Broensted acids or nucleophiles in the presence of a Lewis acid catalyst.The regioselectivity is not always exclusive, affording optically active α- and β-aminoacids.

Stereochemistry of Nucleophilic Ring-Opening Reactions of Optically Active N-Acetyl-2-Methoxycarbonylaziridine.

The SN2-like mechanism of the nucleophilic attack of sodium azide on (S)-(-)-N-acetyl-2-methoxycarbonylaziridine was verified through the chemical correlation of the ring-opening products with (S)-(+)- or (R)-(-)-2,3-diaminopropanoic acid monohydrochloride.