112068-21-0

Basic information

• Product Name: 3-Butenoic acid, 2-hydroxy-4-phenyl-, methyl ester, (3E)-
• CAS NO: 112068-21-0
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Mol File: 112068-21-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 3-Butenoic acid, 2-hydroxy-4-phenyl-, methyl ester, (3E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butenoic acid, 2-hydroxy-4-phenyl-, methyl ester, (3E)-(112068-21-0)
• EPA Substance Registry System: 3-Butenoic acid, 2-hydroxy-4-phenyl-, methyl ester, (3E)-(112068-21-0)

Safety Data

• Hazardous Substances Data: 112068-21-0(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 67-56-1 methanol 
• 20342-65-8 2-hydroxypropanedinitrile 
• 100573-50-0 (E)-4-phenyl-2-(trimethylsiloxy)but-3-enenitrile 
• 61912-03-6 2-hydroxy-4-phenyl-3-butenenitrile 
• 104-55-2 3-phenyl-propenal 
• 129029-61-4 2-hydroxy-4-phenylbut-3-enoic acid 
• 107969-78-8 methyl benzylidenepyruvate 
• 922-68-9 Methyl glyoxylate 
• 19372-00-0 1-(trimethylsilyl)-2-phenylethene 

Downstream Products

• 129029-61-4 2-hydroxy-4-phenylbut-3-enoic acid 
• 286455-91-2 methyl (R,S)-2-methoxy-4-phenylbut-3-enoate 
• 65715-04-0 (E)-2-Oxo-4-phenyl-but-3-enoyl chloride 
• 1914-59-6 (E)-2-oxo-4-phenyl-3-butenoic acid 
• 959161-48-9 S-t-butyl 2-hydroxy-4-phenyl-but-3-enethioate 
• 959161-66-1 S-t-butyl 2-oxo-4-phenyl-but-3-enethioate 
• 107969-78-8 methyl benzylidenepyruvate 

Relevant articles and documents

Synthesis of Chiral α,β-Unsaturated γ-Amino Esters via Pd-Catalyzed Asymmetric Allylic Amination

A Pd-catalyzed asymmetric allylic amination of 4-substituted 2-acetoxybut-3-enoates with amines has been developed for the regiospecific synthesis of chiral α,β-unsaturated γ-amino esters. The desired chiral aminated products can be obtained in up to 98%

The substrate spectrum of mandelate racemase: Minimum structural requirements for substrates and substrate model

Mandelate racemase (EC 5.1.2.2) is one of the few biochemically well-characterized racemases. The remarkable stability of this cofactor-independent enzyme and its broad substrate tolerance make it an ideal candidate for the racemization of non-natural α-hydroxycarboxylic acids under physiological reaction conditions to be applied in deracemization protocols in connection with a kinetic resolution step. This review summarizes all aspects of mandelate racemase relevant for the application of this enzyme in preparative-scale biotransformations with special emphasis on its substrate tolerance. Collection and evaluation of substrate structure-activity data led to a set of general guidelines, which were used as basis for the construction of a general substrate model, which allows a quick estimation of the expected activity for a given substrate.

Deracemisation of aryl substituted α-hydroxy esters using Candida parapsilosis ATCC 7330: Effect of substrate structure and mechanism

Candida parapsilosis ATCC 7330 was found to be an efficient biocatalyst for the deracemisation of aryl α-hydroxy esters (65-85% yield and 90-99% ee). A variety of aryl and aryl substituted α-hydroxy esters were synthesized to reflect steric and electronic effects on biocatalytic deracemisation. The mechanism of this biocatalytic deracemisation was found to be stereoinversion.