868744-92-7

Basic information

• Product Name: (E)-(S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-4-(2-vinyl-phenyl)-but-2-en-1-ol
• Synonyms: (E)-(S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-4-(2-vinyl-phenyl)-but-2-en-1-ol
• CAS NO: 868744-92-7
• Molecular Weight: 312.495
• Mol File: 868744-92-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (E)-(S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-4-(2-vinyl-phenyl)-but-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-4-(2-vinyl-phenyl)-but-2-en-1-ol(868744-92-7)
• EPA Substance Registry System: (E)-(S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-4-(2-vinyl-phenyl)-but-2-en-1-ol(868744-92-7)

Safety Data

• Hazardous Substances Data: 868744-92-7(Hazardous Substances Data)

Upstream product

• 868744-78-9 (E)-3-(2-vinylphenyl)-1-bromo-1-propene 
• 80434-59-9 (1R,2S,5R)-2-isopropyl-5-methylcyclohexanecarboxaldehyde 
• 131251-43-9 1-iodo-2-(prop-2-yn-1-yl)benzene 
• 868744-79-0 (E)-3-(o-iodophenyl)-1-bromo-1-propene 

Relevant articles and documents

Sterically biased 3,3-sigmatropic rearrangement of chiral allylic azides: Application to the total syntheses of alkaloids

(Chemical Equation Presented) We describe a tandem Mitsunobu/3,3- sigmatropic rearrangement of allylic azides on a chiral auxiliary system that favors one regioisomer thanks to its exceptional steric bias. The sequence may be completed by the oxidative cleavage of the auxiliary or by a ring-closing metathesis reaction that produces a carbo-or heterocycle directly and a recyclable form of the chiral auxiliary. Applications of the methodology to the total synthesis of (+)-coniine, (+)-lentiginosin, and (+)-pumiliotoxin C are reported.