103305-40-4

Basic information

• Product Name: (2R,3S)-3-(4-Methoxy-phenyl)-2,4-dimethyl-pent-4-enoic acid ethyl ester
• CAS NO: 103305-40-4
• Molecular Weight: 262.349
• Mol File: 103305-40-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,3S)-3-(4-Methoxy-phenyl)-2,4-dimethyl-pent-4-enoic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-3-(4-Methoxy-phenyl)-2,4-dimethyl-pent-4-enoic acid ethyl ester(103305-40-4)
• EPA Substance Registry System: (2R,3S)-3-(4-Methoxy-phenyl)-2,4-dimethyl-pent-4-enoic acid ethyl ester(103305-40-4)

Safety Data

• Hazardous Substances Data: 103305-40-4(Hazardous Substances Data)

Upstream product

• 91970-30-8 (E)-3-(4-Methoxyphenyl)-2-methylprop-2-en-1-ol 
• 115-80-0 Triethyl orthopropionate 
• 52750-05-7 ethyl (E)-3-(4-methoxyphenyl)-2-methylpropenoate 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant articles and documents

Acyclic Stereoselection in the Ortho Ester Claisen Rearrangement

The ortho ester Claisen rearrangement of trisubstituted allylic alcohols exhibits significant levels of diastereoselection. In E allylic alcohols, a 1,3-diaxial interaction develops in the chairlike transition state leading to the anti isomer, rendering the reaction syn selective by a factor of 3-5 to 1. In Z allylic alcohols, the 1,3-diaxial interaction develops in the transition state leading to the syn isomer, generating an anti:syn selectivity of 6-15 to 1. The relative stereochemistry of the syn isomer was confirmed independently by the synthesis of the mycotoxin botryodiplodin.