92572-37-7

Upstream product

• 62617-39-4 1,1-dimethoxy-2,2-dimethylpropane 
• 828-01-3 phenyllactic acid 
• 20312-36-1 L-3-phenyllactic acid 
• 630-19-3 pivalaldehyde 

Downstream Products

• 92572-54-8 (1'S,6R)-6-benzyl-1-(2'-phenyl-1'-hydroxyethyl)-3,8-di-(t-butyl)-2,4,7,9-tetraoxabicyclo<4,3,0>nonan-5-one 
• 92572-47-9 (2S,5S)-5-allyl-5-benzyl-2-(tert-butyl)-1,3-dioxolan-4-one 
• 871711-58-9 (2S,5S)-5-benzyl-2-(tert-butyl)-5-(2-carboxyethyl)-1,3-dioxolan-4-one 
• 871711-57-8 (2S,5S)-5-benzyl-2-(tert-butyl)-5-(3-hydroxypropyl)-1,3-dioxolan-4-one 
• 948843-79-6 C₁₈H₂₇NO₃ 
• 948843-78-5 C₂₂H₂₇NO₃ 
• 948843-77-4 C₂₂H₂₇NO₃ 
• 948843-76-3 C₁₉H₂₉NO₃ 
• 948843-74-1 C₁₉H₂₉NO₃ 
• 948843-52-5 C₂₃H₃₇NO₄S 
• 948843-53-6 C₂₃H₃₇NO₄S 
• 948843-58-1 C₂₂H₃₅NO₄S 

Relevant academic research and scientific papers

A new highly diastereoselective synthesis of 2,5-disubstituted-1,3-dioxolan-4-ones from α-hydroxyacids

Reaction of α-hydroxyacids with acetals under weak acid catalysis gave the corresponding dioxolanones with a better diastereomeric ratio than the usual strong acid catalyzed synthesis from aldehydes.

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).