101924-53-2

Basic information

• Product Name: diethyl (2S,3R)-2-azido-3-hydroxysuccinate
• Synonyms: diethyl (2S,3R)-2-azido-3-hydroxysuccinate
• CAS NO: 101924-53-2
• Molecular Weight: 231.208
• Mol File: 101924-53-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: diethyl (2S,3R)-2-azido-3-hydroxysuccinate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (2S,3R)-2-azido-3-hydroxysuccinate(101924-53-2)
• EPA Substance Registry System: diethyl (2S,3R)-2-azido-3-hydroxysuccinate(101924-53-2)

Safety Data

• Hazardous Substances Data: 101924-53-2(Hazardous Substances Data)

Upstream product

• 136087-36-0 diethyl (4R,5R)-1,3,2-dioxathiolane-4,5-dicarboxylate 2-oxide 

Downstream Products

• 1316098-00-6 (2S,3S)-1-benzyl 2-ethyl 3-formylaziridine-1,2-dicarboxylate 

Relevant articles and documents

An improved synthesis of aziridine-2,3-dicarboxylates via azido alcohols - Epimerization studies

The reasons for epimerization of 3-azido-2-hydroxysuccinates observed during the ring opening of epoxides or cyclic sulfites with sodium azide is now clarified. It is caused by the high acidity of the proton at the 3-position. This is proven by a proton deuterium exchange in assays with either D 2O or DCl containing solvents. The anti-3-azido-2-hydroxysuccinates serve as intermediates for enantiomerically pure trans-aziridine-2,3- dicarboxylates for which an optimized synthetic pathway is presented. The first example of an enantiomerically pure mixed diester of the aziridine-2,3- dicarboxylic acid the synthesis of the allyl ethyl ester is reported herein.