169686-81-1

Basic information

• Product Name: Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-acetyl-α-D-galactopyranoside
• Synonyms: Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-acetyl-α-D-galactopyranoside;Methyl 2,3,4-tri-O-acetyl-6-O-tert-butyldiphenylsilyl-a-D-galactopyranoside;Methyl 6-O-[(1,1-dimethylethyl)diphenylsilyl]-alpha-D-galactopyranoside triacetate
• CAS NO: 169686-81-1
• Molecular Formula: C29H38O9Si
• Molecular Weight: 558.696
• Product Categories: Carbohydrates
• Mol File: 169686-81-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 557.2±50.0 °C(Predicted)
• Appearance: /
• Density: 1.18±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-acetyl-α-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-acetyl-α-D-galactopyranoside(169686-81-1)
• EPA Substance Registry System: Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-acetyl-α-D-galactopyranoside(169686-81-1)

Safety Data

• Hazardous Substances Data: 169686-81-1(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 58479-62-2 (2R,3S,4S,5R,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3,4,5-triol 
• 114217-35-5 methyl 6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 110319-35-2 methyl 6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside 

Relevant articles and documents

Directing/protecting groups mediate highly regioselective glycosylation of monoprotected acceptors

A directing/protecting group designed for regioselective functionalization of partially-protected glucopyrannosides has been successfully used to prepare disaccharides in high yields. Most importantly, it has been demonstrated that highly regioselective a

Application of ball milling technology to carbohydrate reactions: I. Regioselective primary hydroxyl protection of hexosides and nucleoside by planetary ball milling

Dry ball milling of hexosides with trityl chloride in the presence of DABCO or Na2CO3 has been found to result in their complete conversion to the respective 6-O-trityl ethers. Further wet grinding of the reaction mixture with Ac2O in the presence of DMAP led to the respective fully protected hexosides in good to excellent yields after isolation. It has been found to be an effective one-pot two-step synthesis under solvent-free condition. The speed of homogenization has been shown to highly influence the rate and outcome of the reaction, and commercially available planetary ball mill has been proved to be very convenient for carrying out the reaction under standardized and reproducible conditions.

Facile conversion of O-silyl protected sugars into their corresponding formates using POCl3·DMF complex

The direct O-formylation of two selectively protected sugar derivatives using the Vilsmeier-Haack (V-H) complex POCl3·DMF was studied. Primary O-TBDMS and O-TBDPS ethers of sucrose, the most common disaccharide, underwent regio and chemoselecti