135137-62-1

Basic information

• Product Name: Phosphoric acid (E)-6-(tert-butyl-dimethyl-silanyloxy)-1-isopropenyl-4-methyl-hex-4-enyl ester dicyclohexyl ester
• CAS NO: 135137-62-1
• Molecular Weight: 528.785
• Mol File: 135137-62-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Phosphoric acid (E)-6-(tert-butyl-dimethyl-silanyloxy)-1-isopropenyl-4-methyl-hex-4-enyl ester dicyclohexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphoric acid (E)-6-(tert-butyl-dimethyl-silanyloxy)-1-isopropenyl-4-methyl-hex-4-enyl ester dicyclohexyl ester(135137-62-1)
• EPA Substance Registry System: Phosphoric acid (E)-6-(tert-butyl-dimethyl-silanyloxy)-1-isopropenyl-4-methyl-hex-4-enyl ester dicyclohexyl ester(135137-62-1)

Safety Data

• Hazardous Substances Data: 135137-62-1(Hazardous Substances Data)

Upstream product

• 473313-00-7 (E)-tert-butyl((5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-yl)oxy)dimethylsilane 
• 80873-81-0 geraniol tert-butyldimethylsilyl ether 
• 51672-37-8 dicyclohexyl phosphorochloridate 
• 147458-70-6 (E)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-octa-1,6-dien-3-ol 

Relevant articles and documents

Highly S(N)2'-, (E)-, and antiselective alkylation of allylic phosphates. Facile synthesis of coenzyme Q10

Treatment of secondary allylic chlorides or allylic phosphates in tetrahydrofuran with prenyl Grignard reagent in the presence of CuCN · 2 LiCl gave geraniol or farnesol derivatives with high S(N)2' selectivity. Phosphate leaving groups were highly transstereoselective for the formation of (E,E)-farnesol derivatives. Furthermore, complete anti-S(N)2' selectivity was observed in the alkylation of optically active allylic phosphates. The present method appears to be an excellent carbon-carbon coupling reaction with high regio-, (E)-, and enantioselectivity. Coenzyme Q10 (ubiquinone 10) was efficiently synthesized using this methodology.