135137-29-0

Basic information

• Product Name: Phosphoric acid (E)-(R)-1-benzyl-but-2-enyl ester diisopropyl ester
• Synonyms: Phosphoric acid (E)-(R)-1-benzyl-but-2-enyl ester diisopropyl ester
• CAS NO: 135137-29-0
• Molecular Weight: 326.373
• Mol File: 135137-29-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Phosphoric acid (E)-(R)-1-benzyl-but-2-enyl ester diisopropyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphoric acid (E)-(R)-1-benzyl-but-2-enyl ester diisopropyl ester(135137-29-0)
• EPA Substance Registry System: Phosphoric acid (E)-(R)-1-benzyl-but-2-enyl ester diisopropyl ester(135137-29-0)

Safety Data

• Hazardous Substances Data: 135137-29-0(Hazardous Substances Data)

Upstream product

• 6921-34-2 benzylmagnesium chloride 
• 139239-48-8 (+/-)-(E)-1-phenyl-3-penten-2-ol 
• 2574-25-6 Diisopropyl chlorophosphate 
• 139137-94-3 (R,E)-2-phenylpent-3-en-2-ol 

Downstream Products

• 135137-66-5 ((E)-(S)-4,7-Dimethyl-octa-2,6-dienyl)-benzene 
• 135137-67-6 ((E)-(S)-4-Methyl-oct-2-enyl)-benzene 

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.