167611-57-6

Basic information

• Product Name: (1S,2S,4S,5S)-4,5-bis(tert-butyldimethylsilyloxy)cyclohexane-1,2-diol
• Synonyms: (1S,2S,4S,5S)-4,5-bis(tert-butyldimethylsilyloxy)cyclohexane-1,2-diol
• CAS NO: 167611-57-6
• Molecular Weight: 376.684
• Mol File: 167611-57-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (1S,2S,4S,5S)-4,5-bis(tert-butyldimethylsilyloxy)cyclohexane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,4S,5S)-4,5-bis(tert-butyldimethylsilyloxy)cyclohexane-1,2-diol(167611-57-6)
• EPA Substance Registry System: (1S,2S,4S,5S)-4,5-bis(tert-butyldimethylsilyloxy)cyclohexane-1,2-diol(167611-57-6)

Safety Data

• Hazardous Substances Data: 167611-57-6(Hazardous Substances Data)

Upstream product

• 349449-43-0 (4S,5S)-4,5-di(tert-butyldimethylsilyloxy)-1,7-octadiene 
• 189445-44-1 (4S,5S)-4,5-dihydroxyocta-1,7-diene 
• 349449-41-8 (3S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-hexanedial 
• 64-19-7 acetic acid 

Relevant articles and documents

Diastereoselective inter- and intramolecular pinacol coupling of aldehydes promoted by monomeric titanocene(III) complex Cp2TiPh

A monomeric titanocene(III) derivative, Cp2TiPh, effectively promoted the pinacol coupling of both an aromatic aldehyde, benzaldehyde, and an aliphatic aldehyde, 3-phenylpropionaldehyde. The same reactive complex was successfully generated by a catalytic amount of a precursor, Cp2Ti(Ph)Cl, and its stoichiometric amount of Zn. The Cp2TiPh-catalyzed pinacol coupling of benzaldehyde derivatives and aliphatic aldehydes afforded the corresponding 1,2-diols in high yields with moderate to good threo-selectivity. On the other hand, Cp2TiPh-catalyzed pinacol-cyclization of dials gave cyclic 1,2-diols with excellent diastereoselectivity. The extension of this protocol to chiral dials demonstrated that the phenyltitanium complex catalytically transmitted an axial chirality or a central, chirality of the starting dials to the central chirality of the resultant 1,2-diols.