107608-90-2

Basic information

• Product Name: (2S,5R)-5-Benzyl-2-(1-ethyl-propyl)-5-methyl-[1,3]dioxolan-4-one
• CAS NO: 107608-90-2
• Molecular Weight: 262.349
• Mol File: 107608-90-2.mol

Chemical Properties

• CAS DataBase Reference: (2S,5R)-5-Benzyl-2-(1-ethyl-propyl)-5-methyl-[1,3]dioxolan-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5R)-5-Benzyl-2-(1-ethyl-propyl)-5-methyl-[1,3]dioxolan-4-one(107608-90-2)
• EPA Substance Registry System: (2S,5R)-5-Benzyl-2-(1-ethyl-propyl)-5-methyl-[1,3]dioxolan-4-one(107608-90-2)

Safety Data

• Hazardous Substances Data: 107608-90-2(Hazardous Substances Data)

Upstream product

• 97-96-1 2-Ethylbutyraldehyde 
• 79-33-4 L-Lactic acid 
• 100-39-0 benzyl bromide 

Relevant articles and documents

α-ALKYLATION OF α-HETEROSUBSTITUTED CARBOXYLIC ACIDS WITHOUT RACEMIZATION; EPC-SYNTHESES OF TERTIARY ALCOHOLS AND THIOLS

α-Hydroxy- and α-mercapto-carboxylic acids are condensed with pivalaldehyde to give 2-t-butyl-5-substituted-1,3-dioxolanones or 1,3-oxathiolanones (2); the predominate cis-isomers are separeted by crystallization.The cis-disubstituted heterocycles 2 derived from lactic, mandelic and malic acid funish, after deprotonation with LDA, reaction with electrophiles such as alkyl halides, aldehydes and ketones, and hydrolysis α-branched α-hydroxy-carboxylic acids (3, 6, 8, 9, 10).These result from an overall substitution of the proton in the α-CO position with retention of configuration.The optically active carboxylic acids are α-alkylated without racemization and without employment of a chiral auxiliary ("self-reproduction of chirality", Scheme 1).The diastereoselectivities (ds) are generally >95percent (Table 1, 2, and 20-25).