115969-52-3

Basic information

• Product Name: (2R,3R,4R,5R,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ol
• Synonyms: (2R,3R,4R,5R,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ol
• CAS NO: 115969-52-3
• Molecular Weight: 564.794
• Mol File: 115969-52-3.mol

Chemical Properties

• CAS DataBase Reference: (2R,3R,4R,5R,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4R,5R,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ol(115969-52-3)
• EPA Substance Registry System: (2R,3R,4R,5R,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ol(115969-52-3)

Safety Data

• Hazardous Substances Data: 115969-52-3(Hazardous Substances Data)

Upstream product

• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 87470-70-0 S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside 
• 97974-20-4 (2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol 
• 117253-03-9 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-β-D-glucopyranoside 
• 117253-04-0 2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 117253-05-1 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 81336-89-2 (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(2-(trimethylsilyl)ethoxy)tetrahydro-2H-pyran-3,4,5-triol 
• 81342-44-1 (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(trimethylsilyl)ethoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 115988-73-3 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(dimethyl-tert-butylsilyl)-β-D-glucopyranoside 

Relevant articles and documents

2-TRIMETHYLSILYLETHYL GLYCOSIDES. ANOMERIC DEBLOCKING OF MONO- AND DISACCHARIDES.

Anomeric deblocking of acetylated, benzylated and unprotected 2-trimethylsilylethyl (TMS-ethyl) glycosides was effected by treatment with trifluoroacetic acid/dichloromethane at 0-25 deg C for 10-30 min.The yield of deblocked and purified mono- and disacc

Synthesis of oligo(α- d -glycosyl phosphate) derivatives by a phosphoramidite method via boranophosphate intermediates

An efficient method for the synthesis of short oligo(α-d-glycosyl boranophosphate) derivatives by using an α-d-glycosyl phosphoramidite as a monomer unit was developed. The synthesis of oligomers was carried out by repeating a cycle consisting of the cond

2-(Trimethylsilyl)ethyl Glycosides. Synthesis, Anomeric Deblocking, and Transformation into 1,2-Trans 1-O-Acyl Sugars

Twenty-seven mono --> tetrasaccharidic 2-(trimethylsilyl)ethyl (TMSET) glycosides were synthesized by the Koenigs-Knorr-type method in combination with a wide range of standard reagents for glycoside synthesis and protecting-group chemistry.Variously protected TMSET glycosides were treated with BF3*Et2O (0.7-0.8 equiv) and different carboxylic anhydrides (1.1-15 equiv) in toluene at 22-55 deg C, which gave in one step the corresponding protected 1-O-acyl sugars.In the majority of cases, the yields of purified compounds exceeded 90percent and the anomeric configuration of the starting TMSET glyoside was conserved to a large extent (>95percent) in most of the 1-O-acylated products.Unprotected and acetyl-, benzoyl-, benzyl-, dimethyl-tert-butylsilyl-, and phthaloyl-protected mono-->tetrasaccharidic TMSET glycosides were anomerically deblocked by using trifluoroacetic acid in dichloromethane at 0-22 deg C for 10-30 min.The hemiacetal products were isolated in 88-96percent yield; all reagents and byproducts were volatile and easily removed.