140632-55-9

Basic information

• Product Name: (R)-(E)-2-hydroxy-4-phenyl-3-butenoic acid
• Synonyms: (R)-(E)-2-hydroxy-4-phenyl-3-butenoic acid
• CAS NO: 140632-55-9
• Molecular Weight: 178.188
• Mol File: 140632-55-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (R)-(E)-2-hydroxy-4-phenyl-3-butenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(E)-2-hydroxy-4-phenyl-3-butenoic acid(140632-55-9)
• EPA Substance Registry System: (R)-(E)-2-hydroxy-4-phenyl-3-butenoic acid(140632-55-9)

Safety Data

• Hazardous Substances Data: 140632-55-9(Hazardous Substances Data)

Upstream product

• 140653-89-0 (E)-benzylideneglyoxylic acid potassium salt 
• 100-52-7 benzaldehyde 
• 129029-61-4 2-hydroxy-4-phenylbut-3-enoic acid 
• 1914-59-6 (E)-2-oxo-4-phenyl-3-butenoic acid 
• 14371-10-9 (E)-3-phenylpropenal 
• 866251-33-4 (+/-)-2-acetoxy-4-phenyl-3-butenoic acid 
• 140696-23-7 (S)-2-hydroxy-4-phenyl-3-butenoic acid 
• 866251-39-0 (R)-2-acetoxy-4-phenyl-3-butenoic acid 
• 108-05-4 vinyl acetate 
• 107969-82-4 (2R)-(E)-2-Hydroxy-4-phenylbut-3-enoic acid methyl ester 
• 117306-12-4 (2R,3E)-2-hydroxy-4-phenyl-3-butenenitrile 

Downstream Products

• 866251-36-7 (S)-2-acetoxy-4-phenyl-3-butenoic acid 
• 866251-39-0 (R)-2-acetoxy-4-phenyl-3-butenoic acid 
• 1346260-93-2 C₁₅H₁₉NO₄ 
• 1346260-91-0 (R)-3-(2-acetoxy-4-phenylbut-3-enoylamino)propionic acid 
• 85254-48-4 (2R,3S,4R)-2,3-dihydroxy-4-phenyl-γ-butyrolactone 
• 85254-48-4 (2R,3R,4S)-2,3-dihydroxy-4-phenyl-γ-butyrolactone 
• 140479-61-4 (R)-2-(t-butyldimethylsiloxy)-4-phenyl-3-butenoic acid methylester 
• 140479-81-8 (2S)-5-(1',2'-dibromo-2'-phenylethenyl)-1,3-dioxolanone-4 
• 140479-80-7 (2S,3R,4S)-2-hydroxy-3,4-dibromo-4-phenyl-butanoic acid methylester 
• 99058-09-0 (2S,3R,4S)-2-hydroxy-3,4-dibromo-4-phenyl-butanoic acid 
• 140479-76-1 (2S,3R,4S)-2-hydroxy-3-iodo-4-phenyl-γ-butyrolactone 
• 140479-71-6 (2S,3R,4S)-2-hydroxy-3-bromo-4-phenyl-γ-butyrolactone 
• 1914-59-6 (E)-2-oxo-4-phenyl-3-butenoic acid 
• 140479-62-5 (R)-5-(2'E-phenylethenyl)-1,3-dioxolanone-4 

Relevant articles and documents

Structure and absolute configuration of new acidic metabolites from Stachys ehrenbergii

Two novel metabolites have been isolated from the aerial parts of Stachys ehrenberiigii. Their structures and stereochemistry were elucidated using a combination of 13C and 1H homo and heteronuclear 2D NMR experiments and mass analysis. The development of an enantioselective synthesis of 3-(2′-acetoxy-4-phenylbut-3′-enoylamino)propionic acid allowed to confirm the structure and assign the (R) absolute configuration at C-2′ of the natural product.

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

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.