14815-78-2

Basic information

• Product Name: 2-phenyl-pent-4-enoic acid benzyl ester
• Synonyms: 2-phenyl-pent-4-enoic acid benzyl ester
• CAS NO: 14815-78-2
• Molecular Weight: 266.34
• Mol File: 14815-78-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-phenyl-pent-4-enoic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-pent-4-enoic acid benzyl ester(14815-78-2)
• EPA Substance Registry System: 2-phenyl-pent-4-enoic acid benzyl ester(14815-78-2)

Safety Data

• Hazardous Substances Data: 14815-78-2(Hazardous Substances Data)

Upstream product

• 1575-70-8 2-phenyl-pent-4-enoic acid 
• 103-82-2 phenylacetic acid 
• 76403-12-8 2-Phenyl-4-pentenoyl chloride 
• 100-51-6 benzyl alcohol 
• 102-16-9 benzyl 2-phenylacetate 

Downstream Products

• 1575-70-8 2-phenyl-pent-4-enoic acid 

Relevant articles and documents

Isothiourea-Catalyzed Acylative Kinetic Resolution of Tertiary α-Hydroxy Esters

A highly enantioselective isothiourea-catalyzed acylative kinetic resolution (KR) of acyclic tertiary alcohols has been developed. Selectivity factors of up to 200 were achieved for the KR of tertiary alcohols bearing an adjacent ester substituent, with both reaction conversion and enantioselectivity found to be sensitive to the steric and electronic environment at the stereogenic tertiary carbinol centre. For more sterically congested alcohols, the use of a recently-developed isoselenourea catalyst was optimal, with equivalent enantioselectivity but higher conversion achieved in comparison to the isothiourea HyperBTM. Diastereomeric acylation transition state models are proposed to rationalize the origins of enantiodiscrimination in this process. This KR procedure was also translated to a continuous-flow process using a polymer-supported variant of the catalyst.