28052-93-9

Basic information

• Product Name: DL-DJENKOLIC ACID
• Synonyms: DL-DJENKOLIC ACID;3,3μ-(Methylenedithio)dialanine, DL-S,Sμ-Methylenebis(cysteine);DL-S,S′-Methylenebis(cysteine)
• CAS NO: 28052-93-9
• Molecular Formula: C7H14N2O4S2
• Molecular Weight: 254.32706
• Mol File: 28052-93-9.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: DL-DJENKOLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: DL-DJENKOLIC ACID(28052-93-9)
• EPA Substance Registry System: DL-DJENKOLIC ACID(28052-93-9)

Safety Data

• Hazardous Substances Data: 28052-93-9(Hazardous Substances Data)

Upstream product

• 116077-16-8 3,3'-bis(2-chlorpropansaeure-methylester) 
• 88347-85-7 3,3'-bis(2-azidopropansaeure-methylester) 

Relevant articles and documents

Amino Acids, 12. - Syntheses of DL-Cysteines from Acrylic Acid Derivatives

The addition of sulfenyl chlorides 1 to 2-alkenoic acid esters 2 gives mixtures of 2(3)-chloro-3(2)-thioalkenoic acid esters 3/4, whereas the addition of thiols 7 to methyl 2-chloro-2-propenoate (6) results in the formation of methyl 2-chloro-3-thiopropanoates 3 only.The dependence of the isomerization of 3 to 4 on the reaction conditions was investigated; at higher temperatures the formation of 4 is especially favored.At temperatures below 55 deg C the 2-azido compounds 8 are obtained without isomerization from 3 by reaction with sodium azide in the presence of a PT catalyst.Cysteine derivatives 9 or 10, resp., are obtained by hydrogenation of 8 with H2S/pyridine/H2O or with H2/Re2S; the overall yields of 9 or 10, resp., starting from 6 are as high as 70percent.DL-Cysteine is obtained in good overall yields as hydrochloride hydrate 16 by HCl-catalyzed hydrolysis of the 2-thiazolines 15a*HCl and 15e, which are prepared by HCl-catalyzed addition of thioacetamide (11a) to α-chloroacrylic acid (12) or the amide 13 and consecutive ring closure.