78153-80-7

Basic information

• Product Name: tert-butyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside
• CAS NO: 78153-80-7
• Molecular Weight: 596.764
• Mol File: 78153-80-7.mol
• Article Data: 31

Chemical Properties

• CAS DataBase Reference: tert-butyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside(78153-80-7)
• EPA Substance Registry System: tert-butyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside(78153-80-7)

Safety Data

• Hazardous Substances Data: 78153-80-7(Hazardous Substances Data)

Upstream product

• 80300-30-7 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 13058-24-7 tert-butoxytrimethylsilane 
• 78153-79-4 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl fluoride 
• 89025-46-7 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride 
• 70893-32-2 2-benzothiazolyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside 
• 75-65-0 tert-butyl alcohol 
• 4196-35-4 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide 
• 126709-14-6 1-Azi-2,3,4,6-tetra-O-benzyl-1-deoxy-D-glucopyranose 
• 30608-21-0 1-O-trimethylsilyl-2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 144490-57-3 2-pyridyl 2,3,4,6-tetra-O-benzyl-1-thio-αβ-D-glucopyranoside 
• 138904-01-5 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl 2-pyridinecarboxylate 
• 96863-21-7 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl dimethylphosphinothioate 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 25320-59-6 tetra-O-benzyl glucopyranosyl chloride 

Downstream Products

• 6564-72-3 2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 59531-24-7 2,3,4,6-tetra-O-benzyl-D-glucopyranoside 

Relevant articles and documents

A Highly Stereoselective Synthesis of α-Glucosides from 1-O-Acetyl Glucose by Use of Tin(IV) Chloride - Silver Perchlorate Catalyst System

In the presence of a catalytic amount of tin(IV) species generated from tin(IV) chloride and silver perchlorate, 1-O-acetyl-D-glucose stereoselectively reacts with silyl alkoxides to give the corresponding α-glucosides in high yields.

Visible Light Enables Aerobic Iodine Catalyzed Glycosylation

A versatile protocol for light induced catalytic activation of thioglycosides using iodine as an inexpensive and readily available photocatalyst was developed. Oxygen serves as a green and cost-efficient terminal oxidant and irradiation is performed with a common household LED-bulb. The scope of this glycosylation protocol was investigated in the synthesis of O-glycosides with yields up to 95 %.

Silver-catalyzed stereoselective formation of glycosides using glycosyl ynenoates as donors

A silver-catalyzed glycosylation reaction employing readily accessible and stable glycosyl ynenoates is developed. This reaction is mostly high yielding and exhibits varying levels of stereoinversion at the anomeric position. Compared to established and versatile Yu's gold catalysis, this chemistry features the use of substantially cheaper AgNTf2.