36076-17-2

Upstream product

• 36076-17-2 (2S^*,3R^*)-2-hydroxy-3-phenylbutyric acid ethyl ester 
• 77-83-8 fraeseol 
• 1134-71-0 ethyl 3-phenylbutanoate 

Downstream Products

• 36076-17-2 erythro-3-Phenyl-2-hydroxy-buttersaeure-ethylester 

Relevant academic research and scientific papers

Enantioselectivity of Pseudomonas cepacia lipase for the acetylation of 2-hydroxy carboxylic acid esters+

Structurally different ethyl or methyl 2-hydroxy carboxylates were resolved by Pseudomonas cepacia lipase-catalysed acetylations with vinyl acetate in diethylether. One type of the alcoholic substrates (2-hydroxy-2-arylacetates and 2-hydroxy-3-arylpropinates) contained a HO-group at the stereocentre. These compounds were resolved with high enantioselectivity (ee 91 → 99) at ca. 50% conversion. The other alcoholic substrates ((threo-2-hydroxy-3-methylbutyrate and threo- or erythro-2-hydroxy-3-aryl-3-arylthio(or aryloxy)propionates) with two stereocentres generally resulted in enantiopure products and the reactions stopped at 50 % conversion.

TRIFLUOROMETHYL GROUP INDUCED HIGHLY STEREOSELECTIVE SYNTHESIS OF α-HYDROXY CARBONYL COMPOUNDS

The reaction of enolate prepared from ethyl 3-methyl-4,4,4-trifluorobutyrate with MoO5-Py-HMPA complex provides ethyl (2S*,3S*)-2-hydroxy-3-methyl-4,4,4-trifluorobutyrate predominantly.In contrast, NaBH4 reduction of the corresponding 2-oxobutyrate affords (2R*,3S*)-hydroxyester preferentially.