35958-64-6

Basic information

• Product Name: 3,5,6-Tri-O-benzyl-D-glucofuranose
• Synonyms: 3,5,6-Tri-O-benzyl-D-glucofuranose
• CAS NO: 35958-64-6
• Molecular Weight: 450.532
• Mol File: 35958-64-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 610.9±55.0 °C(Predicted)
• Density: 1.25±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 3,5,6-Tri-O-benzyl-D-glucofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5,6-Tri-O-benzyl-D-glucofuranose(35958-64-6)
• EPA Substance Registry System: 3,5,6-Tri-O-benzyl-D-glucofuranose(35958-64-6)

Safety Data

• Hazardous Substances Data: 35958-64-6(Hazardous Substances Data)

Usage

General Description

3,5,6-Tri-O-benzyl-D-glucofuranose is a chemical compound that belongs to the group of benzyl-D-glucopyranosides. It is commonly used in synthetic chemistry as a protecting group for the hydroxyl group in carbohydrate derivatives. 3,5,6-Tri-O-benzyl-D-glucofuranose is a key intermediate in the synthesis of various glycosidic linkages and can undergo further modification to yield a range of complex carbohydrate structures. Its benzyl-protected hydroxyl groups make it a versatile building block for the chemical synthesis of natural products, pharmaceuticals, and other biologically active compounds. Its structure and reactivity make it an important tool for carbohydrate chemistry research and applications.

Upstream product

• 100-39-0 benzyl bromide 
• 171072-99-4 3,4,6-tri-O-benzyl-1,2-O-sulfinyl-α-D-glucofuranose 
• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 
• 53928-30-6 1,2-O-isopropylidene-3,5,6-tri-O-benzyl-α-D-glucofuranoside 
• 67-56-1 methanol 
• 22529-61-9 (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 

Downstream Products

• 51515-91-4 1,2-Di-O-acetyl-3,5,6-tri-O-benzyl-α,β-D-glucofuranose 
• 110237-87-1 (2S,3R)-3-Benzyloxy-2-((R)-1,2-bis-benzyloxy-ethyl)-2,3-dihydro-furan 
• 171072-99-4 3,4,6-tri-O-benzyl-1,2-O-sulfinyl-α-D-glucofuranose 
• 871508-18-8 1,4-anhydro-3,5,6-tri-O-benzyl-D-fructose 
• 903876-37-9 1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose 
• 903876-33-5 1,4-anhydro-3,5,6-tri-O-benzyl-D-glucitol 
• 903876-36-8 1,4-anhydro-3,5,6-tri-O-benzyl-D-galactitol 
• 871508-19-9 1,4-anhydro-3,5,6-tri-O-benzyl-D-fructose diethyl acetal 
• 903876-38-0 1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose diethyl acetal 
• 903876-34-6 3,5,6-tri-O-benzyl-1,2-O-isopropylidene-4-O-tosyl-D-glucitol 
• 903876-35-7 3,5,6-tri-O-benzyl-4-O-tosyl-D-glucitol 
• 135284-42-3 (2S,3S,5R)-3,4,6-Tris-O-benzyl-1,2-O-isopropylidene-D-sorbitol 
• 1187444-98-9 3,5,6-tri-O-benzyl-1-O-ethyl-4a-carba-β-D-galactofuranose 
• 1187445-01-7 C₃₁H₃₈O₅ 

Relevant articles and documents

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First synthesis of 4a-carba-β-d-galactofuranose

The synthesis of 4a-carba-β-d-galactofuranose is described starting from diacetone glucose. The key ring-closure step was carried out by metathesis to form a cyclopentene. Catalytic hydrogenation of the C{double bond, long}C double bond gave the galacto configured saturated carbahexofuranose with excellent diastereoselectivity.