866251-39-0

Basic information

• Product Name: (R)-2-acetoxy-4-phenyl-3-butenoic acid
• Synonyms: (R)-2-acetoxy-4-phenyl-3-butenoic acid
• CAS NO: 866251-39-0
• Molecular Weight: 220.225
• Mol File: 866251-39-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-2-acetoxy-4-phenyl-3-butenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-acetoxy-4-phenyl-3-butenoic acid(866251-39-0)
• EPA Substance Registry System: (R)-2-acetoxy-4-phenyl-3-butenoic acid(866251-39-0)

Safety Data

• Hazardous Substances Data: 866251-39-0(Hazardous Substances Data)

Upstream product

• 1914-59-6 (E)-2-oxo-4-phenyl-3-butenoic acid 
• 140632-55-9 (R)-(E)-2-hydroxy-4-phenyl-3-butenoic acid 
• 75-36-5 acetyl chloride 
• 100-52-7 benzaldehyde 
• 140653-89-0 (E)-benzylideneglyoxylic acid potassium salt 
• 866251-33-4 (+/-)-2-acetoxy-4-phenyl-3-butenoic acid 
• 129029-61-4 2-hydroxy-4-phenylbut-3-enoic acid 
• 108-05-4 vinyl acetate 

Downstream Products

• 29678-81-7 (R)-2-hydroxy4-phenylbutanoic acid 
• 129029-61-4 2-hydroxy-4-phenylbut-3-enoic acid 
• 140632-55-9 (R)-(E)-2-hydroxy-4-phenyl-3-butenoic acid 

Relevant articles and documents

Enzymatic resolution of 2-hydroxy-4-phenylbutanoic acid and 2-hydroxy-4-phenylbutenoic acid

Racemic 2-hydroxy-4-phenylbutanoic acid and 2-hydroxy-4-phenyl-butenoic acid have been resolved using a lipase. In each case, the (R)-2-hydroxy and the (S)-2-acetoxy acids were isolated with high enantiomeric excess and yield.

Chemo-enzymatic synthesis of (R)-and (S)-2-hydroxy-4-phenylbutanoic acid via enantio-complementary deracemization of (±)-2-hydroxy-4-phenyl-3- butenoic acid using a racemase-lipase two-enzyme system

Deracemization of (±)-2-hydroxy-4-phenylbut-3-enoic acid was accomplished by lipase-catalyzed kinetic resolution coupled to mandelate racemase-mediated racemization of the non-reacting substrate enantiomer. Stepwise cyclic repetition of this sequence led