1329997-09-2

Basic information

• Product Name: (Z)-1,4-dibenzyloxy-3,3-dimethyl-2-(trimethylsilyloxy)-1-butene
• Synonyms: (Z)-1,4-dibenzyloxy-3,3-dimethyl-2-(trimethylsilyloxy)-1-butene
• CAS NO: 1329997-09-2
• Molecular Weight: 384.591
• Mol File: 1329997-09-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Z)-1,4-dibenzyloxy-3,3-dimethyl-2-(trimethylsilyloxy)-1-butene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1,4-dibenzyloxy-3,3-dimethyl-2-(trimethylsilyloxy)-1-butene(1329997-09-2)
• EPA Substance Registry System: (Z)-1,4-dibenzyloxy-3,3-dimethyl-2-(trimethylsilyloxy)-1-butene(1329997-09-2)

Safety Data

• Hazardous Substances Data: 1329997-09-2(Hazardous Substances Data)

Upstream product

• 79-50-5 pantolactone 
• 100-39-0 benzyl bromide 
• 15833-80-4 3,3-dimethyl-1,2,4-butanetriol 
• 1329997-07-0 1,4-dibenzyloxy-3,3-dimethylbutan-2-ol 
• 1329997-06-9 3-allyloxy-1,4-bis(benzyloxy)-2,2-dimethylbutane 
• 1329997-05-8 3-allyloxy-2,2-dimethylbutane-1,4-diol 
• 75-77-4 chloro-trimethyl-silane 
• 1329997-08-1 1,4-dibenzyloxy-3,3-dimethyl-2-butanone 

Downstream Products

• 1329997-08-1 1,4-dibenzyloxy-3,3-dimethyl-2-butanone 
• 1329997-13-8 (4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-7-(1,3-dithiane)-5-hydroxy-2,2-dimethylundecan-3-one 
• 1329997-14-9 (4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-methoxy-2,2-dimethylundecan-3,7-dione 
• 1329997-15-0 (4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione 

Relevant articles and documents

Synthesis of an acyclic C1-C11 fragment of peloruside B

The synthesis of a C1 reduced form of the C1-C11 fragment of peloruside B has been achieved in 15 synthetic steps. The strategy involved the use of D-tartaric acid to set the absolute stereochemistry and a 1,5-anti Mukiayama aldol reaction. Analog synthesis of C8-C11 is also reported, which enables changes at the C10 position of peloruside B to be made. The synthesis of the fragment concludes with C1 in the protected alcohol state rather than the natural ester. The synthesis of a C1 reduced form of the C1-C11 fragment of peloruside B was achieved in 15 synthetic steps. D-Tartaric acid was used to set the absolute stereochemistry, and a 1,5-anti Mukiayama aldolreaction was a key step. The methodology allows the framework to be synthesized in a remarkably efficient manner and enables changes to be made at the C10 position.