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 
• 623-48-3 ethyl iodoacetae 
• 56579-97-6 lithium 1-ethoxyethenolate 
• 104-55-2 3-phenyl-propenal 
• 352431-93-7 ethyl trans-5-phenyl-3-trimethylsiloxypent-4-enoate 
• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 
• 1503-99-7 ethyl 3-oxo-5-phenyl-4-pentenoate 
• 100-52-7 benzaldehyde 
• 65043-08-5 ethyl 4-diethoxyphosphoryl-3-oxobutanoate 
• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 
• 105-39-5 chloroacetic acid ethyl ester 
• 591-50-4 iodobenzene 
• 38996-01-9 ethyl 3-hydroxypent-4-enoate 
• 141-78-6 ethyl acetate 

Downstream Products

• 58506-33-5 5-phenyl-trans,trans-2,4-pentadien-1-ol 
• 13466-40-5 (2E, 4E)-5-phenylpenta-2,4-dienal 
• 39806-16-1 ethyl (2E,4E)-5-phenyl-penta-2,4-dienoate 
• 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 
• 118918-32-4 (S)-(E)-ethyl 3-hydroxy-5-phenylpent-4-enoate 
• 1307803-26-4 (E)-3-[(tert-butyldimethylsilyl)oxy]-5-phenylpent-4-enoic acid 
• 1307803-23-1 C₃₁H₄₈N₄O₇ 

Relevant articles and documents

Access to β-Hydroxyl Esters via Copper-Catalyzed Reformatsky Reaction of Ketones and Aldehydes

An efficient and simple Cu-catalyzed Reformatsky reaction of ketones and aldehydes has been accomplished with ethyl iodoacetate. Excellent yields of β-hydroxyl esters were achieved with a range of ketones and aldehydes, which varied from aromatic to aliphatic, unsaturated to saturated ketones and aldehydes. This practical and convenient transformation was conducted with inexpensive, readily available, and commercial starting materials under mild reaction conditions.

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.

Vinylogous organocatalytic triple cascade reaction: Forging six stereocenters in complex spiro-oxindolic cyclohexanes

We report a triple vinylogous cascade reaction, yielding valuable spiro-oxindolic cyclohexane derivatives. The three-component domino process proceeds by way of a catalyzed Michael/1,6-addition/vinylogous aldol sequence affording the products with six stereogenic centers and very high control over the stereochemistry. The chemistry is based on a rare example of asymmetric 1,6-addition to linear 2,4-dienals proceeding with complete δ-site selectivity. Key to the reaction development was a directing group positioned at the β-dienal position, which was essential for achieving highly predictable reaction outcomes. Copyright