131968-58-6

Basic information

• Product Name: (2S,3S,4R,5R,6R)-2-(2-Benzyloxy-phenyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol
• Synonyms: (2S,3S,4R,5R,6R)-2-(2-Benzyloxy-phenyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol
• CAS NO: 131968-58-6
• Molecular Weight: 689.168
• Mol File: 131968-58-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3S,4R,5R,6R)-2-(2-Benzyloxy-phenyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4R,5R,6R)-2-(2-Benzyloxy-phenyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol(131968-58-6)
• EPA Substance Registry System: (2S,3S,4R,5R,6R)-2-(2-Benzyloxy-phenyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol(131968-58-6)

Safety Data

• Hazardous Substances Data: 131968-58-6(Hazardous Substances Data)

Upstream product

• 126503-51-3 1-C-(2-benzyloxyphenyl)-3,4,6-tri-O-(tert-butyldimethylsilyl)-D-glucal 

Downstream Products

• 131968-55-3 (2S,3R,4R,5S,6R)-2-(2-Benzyloxy-phenyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-4-ol 

Relevant articles and documents

Hydroboration of C-arylglucals. Synthesis of the β-C-arylglucoside nucleus of chaetiacandin

The hydroborations of the C-arylglucals 3a-c obtained from palladium catalyzed coupling reactions, provide the corresponding β-C-arylglucosides. Depending upon the conditions chosen for the oxidative workup, either the alcohols 5a-c or the products resulting from silyl migration (4a-c) are readily obtained. The palladium catalyzed coupling-hydroboration sequence has been applied to the synthesis of the β-C-arylglucoside nucleus of chaetiacandin, an anti-yeast antibiotic of the papulacandin family.