95728-97-5

Basic information

• Product Name: 4-Pentenoic acid, 3-hydroxy-5-phenyl-, ethyl ester, (4E)-
• CAS NO: 95728-97-5
• Molecular Formula: C13H16O3
• Molecular Weight: 220.268
• Mol File: 95728-97-5.mol
• Article Data: 30

Chemical Properties

• CAS DataBase Reference: 4-Pentenoic acid, 3-hydroxy-5-phenyl-, ethyl ester, (4E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pentenoic acid, 3-hydroxy-5-phenyl-, ethyl ester, (4E)-(95728-97-5)
• EPA Substance Registry System: 4-Pentenoic acid, 3-hydroxy-5-phenyl-, ethyl ester, (4E)-(95728-97-5)

Safety Data

• Hazardous Substances Data: 95728-97-5(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 105-36-2 ethyl bromoacetate 
• 623-48-3 ethyl iodoacetae 
• 56579-97-6 lithium 1-ethoxyethenolate 
• 129505-18-6 dimethylsilanyl-acetic acid ethyl ester 
• 141-78-6 ethyl acetate 
• 42201-84-3 1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene 
• 104-55-2 3-phenyl-propenal 
• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 
• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 
• 352431-93-7 ethyl trans-5-phenyl-3-trimethylsiloxypent-4-enoate 
• 105-39-5 chloroacetic acid ethyl ester 
• 591-50-4 iodobenzene 
• 38996-01-9 ethyl 3-hydroxypent-4-enoate 

Downstream Products

• 124781-38-0 1,3-Dihydroxy-5-phenyl-4-pentene 
• 352431-93-7 ethyl trans-5-phenyl-3-trimethylsiloxypent-4-enoate 
• 127015-48-9 3-(tert-butyldimethylsilyloxy)-5-phenylpent-4-enoic acid ethyl ester 
• 38447-06-2 ethyl (2Z,4E)-5-phenyl-2,4-pentadienoate 
• 39806-16-1 ethyl (2E,4E)-5-phenyl-penta-2,4-dienoate 
• 912967-43-2 (E)-ethyl 5-phenyl-3-(4-trimethylsilanyl-but-2-ynyloxy)pent-4-enoate 
• 875913-75-0 (E)-3-[Diethyl-(3-trimethylsilanyl-prop-1-ynyl)-silanyloxy]-5-phenyl-pent-4-enal 
• 835595-87-4 (E)-5-tert-butyldiphenylsiloxy-1-phenylpent-1-en-3-ol 
• 17303-67-2 (2'E)-6-(2'phenylvinyl)-5,6-dihydro-2H-pyran-2-one 

Relevant articles and documents

Synthesis of Weinreb amides using diboronic acid anhydride-catalyzed dehydrative amidation of carboxylic acids

The first successful example of the direct synthesis of Weinreb amides using catalytic hydroxy-directed dehydrative amidation of carboxylic acids using the diboronic acid anhydride catalyst is described. The methodology is applicable to the concise syntheses of eight α-hydroxyketone natural products, namely, sattabacin, 4-hydroxy sattabacin, kurasoins A and B, soraphinols A and B, and circumcins B and C.

Iron(0)-Mediated Reformatsky Reaction for the Synthesis of β-Hydroxyl Carbonyl Compounds

An efficient, economical, and practical Reformatsky reaction of α-halo carbonyl compounds with aldehydes/ketones by using cheap and commercial iron(0) powder as reaction mediator is developed. The reactions proceeded effectively in the presence of a catalytic amount of iodine (20 mol %) to afford the synthetically useful β-hydroxyl carbonyl compounds in moderate to good yields.

A rapid and diverse construction of 6-substituted-5,6-dihydro-4-hydroxy-2- pyrones through double Reformatsky reaction

A rapid and diverse synthesis of biologically important 6-substituted-5,6-dihydro-4-hydroxy-2-pyrones through a double Reformatsky reaction of aldehydes to δ-hydroxy-β-ketoesters followed by lactonization is described. Due to the high functional group tolerance and reaction site discrimination between aldehyde, nitrile, and ester groups in the substrate, the protocol can provide the dihydropyrones with bromo, nitro, carboxylic acid, and β-ketoester groups, which are suitable for the further derivatizations. Furthermore, the protocol has been successfully applied to the rapid total synthesis of naturally occurring Yangonin.