221878-55-3

Basic information

• Product Name: (R)-(-)-vinyl 3-phenylbutanoate
• Synonyms: (R)-(-)-vinyl 3-phenylbutanoate
• CAS NO: 221878-55-3
• Molecular Weight: 190.242
• Mol File: 221878-55-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-(-)-vinyl 3-phenylbutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-vinyl 3-phenylbutanoate(221878-55-3)
• EPA Substance Registry System: (R)-(-)-vinyl 3-phenylbutanoate(221878-55-3)

Safety Data

• Hazardous Substances Data: 221878-55-3(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 772-14-5 (R)-3-phenylbutyric acid 
• 4593-90-2 (S)-2-phenylbutanoic acid 
• 1441-20-9 (R)-(-)-3-phenylbutyric acid methyl ester 
• 280743-71-7 (+)-benzyl 3-phenylbutanoate 
• 1472-07-7 methyl (R)-3-phenylbutanoate 
• 3461-39-0 3-phenyl-butyric acid methyl ester 
• 221878-52-0 (+/-)-3-phenylbutyric acid vinyl ester 
• 4593-90-2 3-phenylbutyric acid 
• 74-86-2 acetylene 

Relevant articles and documents

Lipase-Catalyzed Kinetic Resolution on Solid-Phase via a "Capture and Release" Strategy

The lipase-catalyzed kinetic resolution of (R/S)-3-phenylbutyric acid 2 using solid-supported cyclohexane-1,3-dione (CHD) 6 is described. In each case the predominant enantiomer observed, after cleavage from the resin, was (R)-(?)-3-phenylbutyric acid (R)-2 (ee > 99%) rather than the expected (S)-enantiomer of 2. This observation is in contrast to the fact that Chromobacterium viscosum lipase shows high enantiospecificity for the (S)-enantiomer in the corresponding solution-phase hydrolysis reactions. The (R)-acyl group was subsequently released from the resin by NaOH hydrolysis, and the yield of the reaction could be improved by triple acylation of the resin. Copyright

The use of vinyl esters significantly enhanced enantioselectivities and reaction rates in lipase-catalyzed resolutions of arylaliphatic carboxylic acids

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