79218-87-4

Basic information

• Product Name: METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE
• Synonyms: METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE;METHYL 3,4-DI-O-BENZYL-ALPHA-D-MANNOPYRANOSIDE;Methyl 3,4-Di-O-benzyl-α-D-mannopyranoside;Methyl 3,4-Bis-O-(phenylMethyl)-α-D-Mannopyranoside
• CAS NO: 79218-87-4
• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.43
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 79218-87-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 537.057°C at 760 mmHg
• Flash Point: 278.602°C
• Appearance: /
• Density: 1.245g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform, Dichloromethane, Ethanol, Ethyl Acetate, Methanol
• CAS DataBase Reference: METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE(79218-87-4)
• EPA Substance Registry System: METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE(79218-87-4)

Safety Data

• Hazardous Substances Data: 79218-87-4(Hazardous Substances Data)

Usage

Description

METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE, with the chemical name Methyl 3,4-Di-O-benzyl-α-D-mannopyranoside and CAS number 79218-87-4, is a synthetic compound that plays a significant role in the field of organic synthesis. It is characterized by the presence of a methyl group and two benzyl groups attached to the α-D-mannopyranoside core, which contributes to its unique chemical properties and reactivity.

Uses

Used in Organic Synthesis:
METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE is used as a key intermediate in organic synthesis for the preparation of various complex organic molecules and pharmaceutical compounds. Its unique structure allows for selective reactions and functional group manipulations, making it a valuable building block in the synthesis of target molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE is utilized as a starting material for the synthesis of glycoconjugates, which are compounds consisting of a carbohydrate moiety covalently linked to a non-carbohydrate moiety. These glycoconjugates have potential applications in drug development, as they can modulate the pharmacokinetics, pharmacodynamics, and immunogenicity of therapeutic agents.
Used in Chemical Research:
METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE is also employed in chemical research for studying the reactivity and selectivity of various organic reactions. Its unique structure provides a platform for investigating the influence of different functional groups and reaction conditions on the outcome of chemical transformations, contributing to the advancement of organic chemistry knowledge.

InChI:InChI=1/C21H26O6/c1-24-21-18(23)20(26-14-16-10-6-3-7-11-16)19(17(12-22)27-21)25-13-15-8-4-2-5-9-15/h2-11,17-23H,12-14H2,1H3/t17-,18+,19-,20-,21+/m1/s1

Upstream product

• 4148-71-4 methyl exo-2,3:4,6-di-O-benzylidene-β-D-mannopyranoside 
• 22277-65-2 Methyl mannoside 
• 67-56-1 methanol 
• 73045-75-7 2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-mannopyranosyl chloride 
• 65827-57-8 1,2,6-tri-O-acetyl-3,4-di-O-benzyl-α-D-mannopyranose 
• 16697-49-7 3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose 
• 86172-78-3 (2R,3S,4S,5S,6S)-6-Methoxy-5-trityloxy-2-trityloxymethyl-tetrahydro-pyran-3,4-diol 
• 86172-79-4 (2S,3S,4S,5R,6R)-2-Methoxy-4-trityloxy-6-trityloxymethyl-tetrahydro-pyran-3,5-diol 
• 100-44-7 benzyl chloride 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 3254-16-8 3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose 
• 65877-18-1 methyl 4,6-O-benzylidene-2,3-O-(dibutyl-stannylidene)-α-D-mannopyranoside 
• 100-39-0 benzyl bromide 

Downstream Products

• 173778-31-9 methyl 3,4-di-O-benzyl-6-deoxy-6-ethylthio-α-D-mannopyranoside 
• 173778-36-4 methyl 3,4-di-O-benzyl-2-O-(1-bromo-2-methoxy-2-propyl)-6-chloro-6-deoxy-α-D-mannopyranoside 
• 173778-34-2 methyl 3,4-di-O-benzyl-2-(1-bromo-2-methoxy-2-propyl)-6-deoxy-6-(ethylthio)-α-D-mannopyranoside 
• 1361383-33-6 2,4-di-O-benzyl-6-deoxy-3-(2-naphthylmethyl)-6-thiophenyl-β-D-mannopyranosyl-(1->2)-(methyl 3,4-di-O-benzyl-6-deoxy-α-D-mannopyranoside) 
• 1361383-34-7 2,4-di-O-benzyl-6-deoxy-6-thiophenyl-β-D-mannopyranosyl-(1->2)-(methyl 3,4-di-O-benzyl-6-deoxy-α-D-mannopyranoside) 
• 125519-98-4 methyl 3,4-di-O-benzyl-6-deoxy-α-D-mannopyranoside 
• 145149-85-5 Methyl 3,4-di-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside 
• 15038-71-8 methyl 2-O-benzyl-(R)-4,6-O-benzylidene-α-D-mannopyranoside 
• 50272-14-5 (2R,4aR,6S,7S,8aS)-7-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 906641-22-3 1-methoxy-4[[(1S,2R,3R,4R,5R,6R)-2,3,4,5-tetrakis(benzyloxy)-6-[(benzyloxy)methyl]-1-cyclohexyl]oxymethyl]benzene 

Relevant articles and documents

Mannose-binding geometry of pradimicin A

Pradimicins (PRMs) and benanomicins are the only family of non-peptidic natural products with lectin-like properties, that is, they recognize D-mannopyranoside (Man) in the presence of Ca2+ ions. Coupled with their unique Man binding ability, t

Rapid assembly of gp120 oligosaccharide moieties via one-pot glycosidation-deprotection sequences

Mannosyl trihaloacetimidate donors equipped with a 2-O-Fmoc group can be effectively activated by catalytic Bi(OTf)3 in glycosidations. Despite the expected participating effect of the Fmoc group, the reaction solvent was found to be decisive f

Synthesis of novel mannose-based crown ethers

A novel class of chiral crown ether analogues incorporating carbohydrate subunits can be easily prepared from methyl α-D-mannopyranoside. By a short reaction sequence involving either alkylations using a dibutylstannane intermediate or by phase transfer c