219932-13-5

Basic information

• Product Name: tert-butyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside
• Synonyms: tert-butyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside
• CAS NO: 219932-13-5
• Molecular Weight: 506.639
• Mol File: 219932-13-5.mol

Chemical Properties

• CAS DataBase Reference: tert-butyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside(219932-13-5)
• EPA Substance Registry System: tert-butyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside(219932-13-5)

Safety Data

• Hazardous Substances Data: 219932-13-5(Hazardous Substances Data)

Upstream product

• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 75-65-0 tert-butyl alcohol 
• 74372-90-0 3,4,6-tri-O-benzyl-D-glucal epoxide 

Relevant articles and documents

Simple and mild stereoselective O-glycosidation using 1,2-anhydrosugars under neutral conditions

The ring opening of α-D-1,2-anhydrohexapyranoses with phenols proceeded smoothly in ethyl acetate (neutral conditions) in the absence of metal ion catalysts or additives to stereoselectively furnish 1,2-cis-α-aryl glycosides as the major product and 1,2-t

β-glycosidation of sterically hindered alcohols

The 2-chloro-2-methylpropanoic ester serves as a steering group in the Schmidt glycosidation reaction. Rapid and efficient glycosidation of a range of sterically hindered alcohols takes place under mild, acidic conditions to afford the glycoside products

Experimental evidence on the hydroxymethyl group conformation in alkyl β-D-mannopyranosides

A rotational population study of the hydroxymethyl group of alkyl β-D-mannopyranosides was performed by means of CD and NMR spectroscopy. Three different benzyl, acetyl, and p-bromobenzoyl series of alkyl β-D-mannopyranosides with different chiral and non

C2-hydroxyglycosylation with glycal donors. Probing the mechanism of sulfonium-mediated oxygen transfer to glycal enol ethers

The C2-hydroxyglycosylation reaction employing the reagent combination of a diaryl sulfoxide and triflic anhydride offers a novel method for glycal assembly whereby a hydroxyl functionality is stereoselectively installed at the C2-position of a glycal donor with concomitant glycosylation of a nucleophilic acceptor. Mechanistic investigations into this reaction revealed a novel process for sulfonium-mediated oxidation of glycal enol ethers in which the sulfoxide oxygen atom is stereoselectively transferred to the C2-position of the glycal. 18O-labeling studies revealed that the S-to-C2 oxygen-transfer process involves initial formation of a C1-O linkage followed by O-migration to C2, leading to the generation of an intermediate glycosyl 1,2-anhydropyranoside that serves as an in situ glycosylating agent. These findings are consistent with the initial formation of a C2-sulfonium-C1-oxosulfonium pyranosyl species upon activation of the glycal donor with Aryl2SO·Tf2O.