1432591-84-8

Basic information

• Product Name: 2,4-di-O-tert-butyldiphenylsilyl-1-C-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-β-D-glucopyranoside
• Synonyms: 2,4-di-O-tert-butyldiphenylsilyl-1-C-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-β-D-glucopyranoside
• CAS NO: 1432591-84-8
• Molecular Weight: 921.333
• Mol File: 1432591-84-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2,4-di-O-tert-butyldiphenylsilyl-1-C-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-di-O-tert-butyldiphenylsilyl-1-C-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-β-D-glucopyranoside(1432591-84-8)
• EPA Substance Registry System: 2,4-di-O-tert-butyldiphenylsilyl-1-C-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-β-D-glucopyranoside(1432591-84-8)

Safety Data

• Hazardous Substances Data: 1432591-84-8(Hazardous Substances Data)

Upstream product

• 1432591-75-7 1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 498-07-7 levoglucosan 
• 1030825-20-7 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide 

Downstream Products

• 842133-18-0 canagliflozin 

Relevant articles and documents

β-Selective C-arylation of silyl protected 1,6-anhydroglucose with arylalanes: The synthesis of SGLT2 inhibitors

The stereoselective arylation of hydroxy protected 1,6-anhydro-β-d-glucose with arylalanes to provide β-C-arylglucosides is reported. Modification of triarylalanes, Ar3Al, with strong Br?nsted acids (HX) or AlCl3 produced more reactive arylating agents, Ar2AlX, while the incorporation of alkyl dummy ligands into the arylating agents was also viable. Me3Al and i-Bu2AlH were found useful in the in situ blocking of the C3-hydroxyl group of 2,4-di-O-TBDPS protected 1,6-anhydroglucose. The utility of the method was demonstrated by the synthesis of the SGLT2 inhibitor, canagliflozin.