56227-32-8

Basic information

• Product Name: .alpha.-D-Ribofuranoside, methyl 2,3,5-tris-O-(trimethylsilyl)-
• Synonyms: .alpha.-D-Ribofuranoside, methyl 2,3,5-tris-O-(trimethylsilyl)-;Methyl 2-O,3-O,5-O-tris(trimethylsilyl)-α-D-ribofuranoside
• CAS NO: 56227-32-8
• Molecular Formula: C₁₅H₃₆O₅Si₃
• Molecular Weight: 380.7
• Mol File: 56227-32-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: .alpha.-D-Ribofuranoside, methyl 2,3,5-tris-O-(trimethylsilyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: .alpha.-D-Ribofuranoside, methyl 2,3,5-tris-O-(trimethylsilyl)-(56227-32-8)
• EPA Substance Registry System: .alpha.-D-Ribofuranoside, methyl 2,3,5-tris-O-(trimethylsilyl)-(56227-32-8)

Safety Data

• Hazardous Substances Data: 56227-32-8(Hazardous Substances Data)

Upstream product

• 25561-30-2 trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)acetimidate 
• 3795-68-4 methyl α-L-arabinofuranoside 
• 3795-69-5 methyl β-L-arabinofuranoside 

Downstream Products

• 107-46-0 Hexamethyldisiloxane 
• 78950-71-7 2,3-bis(O-trimethylsilyl)-5-O-trityl-O-methyl-β-D-ribofuranose 
• 78950-71-7 2,3-bis(O-trimethylsilyl)-5-O-trityl-O-methyl-α-D-ribofuranose 

Relevant articles and documents

An Efficient Synthesis of Anhydroalditols and Allyl C-Glycosides

Efforts to expedite production of anhydroalditols have led to a new, efficient synthesis of these compounds from alkyl glycosides.Silylation of the glycoside followed by reductive cleavage in the presence of triethylsilane and trimethylsilyl trifluoromethanesulfonate were carried out in the same reaction flask.Subsequent aqueous workup gave excellent yields of anhydroalditol(s).In some cases ring contraction was observed, but the use of bulkier silyl protecting groups gave greater yields of the expected product.This method was also shown to be an efficient means to prepare allyl C-glycosides, without any independent protecting or activating step, by simply replacing triethylsilane with allyltrimethylsilane in the synthetic scheme.