586952-07-0

Basic information

• Product Name: 2-Butenoic acid, 4-hydroxy-4-phenyl-, ethyl ester, (2E)-
• CAS NO: 586952-07-0
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Mol File: 586952-07-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Butenoic acid, 4-hydroxy-4-phenyl-, ethyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butenoic acid, 4-hydroxy-4-phenyl-, ethyl ester, (2E)-(586952-07-0)
• EPA Substance Registry System: 2-Butenoic acid, 4-hydroxy-4-phenyl-, ethyl ester, (2E)-(586952-07-0)

Safety Data

• Hazardous Substances Data: 586952-07-0(Hazardous Substances Data)

Upstream product

• 15121-89-8 ethyl (E)-4-oxo-4-phenyl-2-butenoate 
• 5629-57-2 ethyl cinnamate 
• 2243-53-0 styrylacetic acid 
• 122-78-1 phenylacetaldehyde 
• 343598-64-1 N-(2-methylphenyl)methylidene-4-methylbenzenesulfonamide 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 2960-66-9 4-oxo-but-2-enoic acid ethyl ester 
• 100-58-3 phenylmagnesium bromide 
• 100-59-4 phenylmagnesium chloride 
• 72036-37-4 ethyl 4-hydroxy-4-phenylbut-2-ynoate 
• 15121-89-8 ethyl 3-benzoyl acrylate 

Downstream Products

• 1353024-57-3 (E)-4-((4-oxo-4-phenylbut-2-en-1-yl)oxy)but-2-yn-1-yl 4-methylbenzoate 
• 74141-11-0 trans-1-Phenyl-2-buten-1,4-diol 
• 6270-17-3 ethyl 3-benzoylpropanoate 

Relevant articles and documents

A simple procedure for the synthesis of γ-hydroxy-α,β-(E)- alkenoic esters: Formal synthesis of (+)-macrosphelides a and B

A highly trans-selective conjugate reduction of γ-hydroxy-α, β-alkynoic esters to produce γ-hydroxy-α,β-(E)-alkenoic esters using LiAlH4 is reported. The application of this methodology is demonstrated by a formal synthesis of the potent cell-cell adhesion inhibitors (+)-macrosphelides A and B.

Ring Expansion of Epoxides under Br?nsted Base Catalysis: Formal [3+2] Cycloaddition of β,γ-Epoxy Esters with Imines Providing 2,4,5-Trisubstituted 1,3-Oxazolidines

A novel ring-expansion reaction of epoxides under Br?nsted base catalysis was developed. The formal [3+2] cycloaddition reaction of β,γ-epoxy esters with imines proceeds in the presence of triazabicyclodecene (TBD) as a superior Br?nsted base catalyst to afford 2,4,5-trisubstituted 1,3-oxazolidines in a highly diastereoselective manner. This reaction involves the ring opening of the epoxides with the aid of the Br?nsted base catalyst to generate α,β-unsaturated esters having an alkoxide at the allylic position, which would formally serve as a synthetic equivalent of the 1,3-dipole, followed by a cycloaddition reaction with imines in a stepwise fashion. This methodology enables the facile synthesis of enantioenriched 1,3-oxazolidines from easily accessible enantioenriched epoxides.

Diastereoselective synthesis of γ-hydroxy α,β-epoxyesters and their conversion into β-hydroxy α-sulfenyl γ-butyrolactones

The diastereoselectivity of the nucleophilic epoxidation of γ-hydroxy-α,β-unsaturated esters has been studied. The γ-hydroxy-α,β-unsaturated esters were obtained through treatment of ethyl (E)-4-oxo-2-butenoate with the corresponding Grignard reagent and