115460-90-7

Basic information

• Product Name: ethyl (R)-(3-benzyloxybutyrate)
• Synonyms: ethyl (R)-(3-benzyloxybutyrate)
• CAS NO: 115460-90-7
• Molecular Weight: 222.284
• Mol File: 115460-90-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl (R)-(3-benzyloxybutyrate)(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (R)-(3-benzyloxybutyrate)(115460-90-7)
• EPA Substance Registry System: ethyl (R)-(3-benzyloxybutyrate)(115460-90-7)

Safety Data

• Hazardous Substances Data: 115460-90-7(Hazardous Substances Data)

Upstream product

• 24915-95-5 Ethyl (R)-3-hydroxybutanoate 
• 100-39-0 benzyl bromide 

Downstream Products

• 86040-07-5 (R)-3-benzyloxybutanal 
• 115460-92-9 (1'S,3S,5R)-5-benzyloxy-3-hydroxyhexanoic acid 2'-hydroxy-1',2',2'-triphenylethyl ester 
• 115460-93-0 (1'S,3R,5R)-5-benzyloxy-3-hydroxyhexanoic acid 2'-hydroxy-1',2',2'-triphenylethyl ester 
• 115407-84-6 (1'R,3S,5R)-5-benzyloxy-3-hydroxyhexanoic acid 2'-hydroxy-1',2',2'-triphenylethyl ester 
• 115460-91-8 (1'R,3R,5R)-5-benzyloxy-3-hydroxyhexanoic acid 2'-hydroxy-1',2',2'-triphenylethyl ester 

Relevant articles and documents

Reagent-Controlled Addition of (R)- and (S)-2-Hydroxy-1,2,2-triphenylethyl Acetate to Chiral Aldehydes

The enantiomeric enolates (R)- and (S)-2, generated by double deprotonation of (R)- and (S)-2-hydroxy-1,2,2-triphenylethyl acetate (1) ("HYTRA"), are added to chiral aldehydes 4.It turnes out, that in this aldol reaction, the stereochemistry is largely determined by the configuration of the enolate 2 ("reagent control").Depending on the enantiomer of the reagent 1, which is combined with one of the enantiomerically pure aldehydes 4, either anti or syn adducts 11 and 12 are formed predominantly.The basic hydrolysis of the crude adducts 11/12 affords anti and syn carboxylic acids 5 and 6 in the corresponding diastereomeric ratios.By recrystallization of some of the mixtures 11/12, the esters 11c, 11e, and 11g are available in high diastereomeric and enantiomeric purity.Scope and limitations of the method are discussed.