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 
• 591-50-4 iodobenzene 
• 38996-01-9 ethyl 3-hydroxypent-4-enoate 
• 105-39-5 chloroacetic acid ethyl ester 
• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 
• 65043-08-5 ethyl 4-diethoxyphosphoryl-3-oxobutanoate 
• 100-52-7 benzaldehyde 

Downstream Products

• 124781-38-0 1,3-Dihydroxy-5-phenyl-4-pentene 
• 127015-48-9 3-(tert-butyldimethylsilyloxy)-5-phenylpent-4-enoic acid ethyl ester 
• 912967-43-2 (E)-ethyl 5-phenyl-3-(4-trimethylsilanyl-but-2-ynyloxy)pent-4-enoate 
• 1038821-99-6 ethyl 3-[diethyl((E)-3'-trimethylsilanyl-prop-1'-enyl)silanyloxy]-5-phenyl-pent-4-enoate 
• 62378-62-5 4-hydroxy-6-[(E)-2-phenylethenyl]-5,6-dihydro-2H-pyran-2-one 
• 500-64-1 kawain 
• 61752-38-3 (4E)-3-hydroxy-5-phenylpent-4-enoic acid 
• 241478-40-0 tert-butyl (1S,2R,3E)-N-[2-hydroxy-1-(hydroxymethyl)-4-phenyl-3-butenyl]carbamate 

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.

N-heterocyclic carbene mediated Reformatsky reaction of aldehydes with a-trimethylsilylcarbonyl compounds

N-Heterocyclic carbenes have been employed as highly efficient organocatalysts to mediate silyl-Reformatsky type reaction. In the presence of only 0.5 mol % nucleophilic carbene 1, various aldehydes coupled with α-trimethylsilylethylacetate very smoothly in DMF at room temperature to provide the corresponding β-hydroxyesters in moderate to high yields. α-Trimethylsilylketone and α-trimethylsilylamide can also undergo the addition reaction to give β-hydroxyketone and b-hydroxyamide in moderate yields.