359437-00-6

Basic information

• Product Name: Methyl 2,3-O-Diallyl-4,6-O-Benzylidene-a-D-Mannopyranoside
• Synonyms: Methyl2,3-di-O-allyl-4,6-O-benzylidene-a-D-mannopyranoside;Methyl 2,3-O-Diallyl-4,6-O-Benzylidene-α-D-Mannopyranoside;Methyl 2,3-Di-O-allyl-4,6-O-benzylidene-α-D-Mannopyranoside;Methyl 4,6-O-(PhenylMethylene)-2,3-di-O-2-propenyl-
• CAS NO: 359437-00-6
• Molecular Formula: C20H26O6
• Molecular Weight: 362.42
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 359437-00-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 471.8°C at 760 mmHg
• Flash Point: 190°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 1.28E-08mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: Methyl 2,3-O-Diallyl-4,6-O-Benzylidene-a-D-Mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,3-O-Diallyl-4,6-O-Benzylidene-a-D-Mannopyranoside(359437-00-6)
• EPA Substance Registry System: Methyl 2,3-O-Diallyl-4,6-O-Benzylidene-a-D-Mannopyranoside(359437-00-6)

Safety Data

• Hazardous Substances Data: 359437-00-6(Hazardous Substances Data)

Usage

Chemical Properties

Methyl 2,3-Di-O-allyl-4,6-O-benzylidene-α-D-mannopyranoside is Clear Oil with Greenish Tinge

Uses

Different sources of media describe the Uses of 359437-00-6 differently. You can refer to the following data:
1. A useful synthetic intermediate
2. Methyl 2,3-Di-O-allyl-4,6-O-benzylidene-α-D-mannopyranoside is used in the synthesis of manno crown ethers.

InChI:InChI=1/C20H26O6/c1-4-11-22-17-16-15(25-20(21-3)18(17)23-12-5-2)13-24-19(26-16)14-9-7-6-8-10-14/h4-10,15-20H,1-2,11-13H2,3H3

Upstream product

• 3162-96-7 methyl 4,6-O-benzylidene-α-D-glucopyranoside 
• 106-95-6 allyl bromide 
• 3958-60-9 2-nitrophenylmethyl bromide 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 

Downstream Products

• 58341-69-8 methyl 2,3-di-O-allyl-6-O-benzyl-α-D-glucopyranoside 

Relevant articles and documents

p-siletanylbenzylidene acetal: Oxidizable Protecting group for diols

Hydrogen peroxide oxidation of benzylidene acetals (and derivative benzyl ethers) that incorporate a siletane ring at the para position creates a deprotection pathway without affecting other important chemical properties of the benzylidene acetal, such as

Synthesis, Photochemistry and Enzymology of 2-O-(2-Nitrobenzyl)-D-glucose, a Photolabile Derivative of D-Glucose

Alkylation of the dibutylstannylene derivative of methyl 4,6-O-benzylidene-α-D-glucopyranose 2a with 2-nitrobenzyl bromide gave a mixture of 2-O- and 3-O-(2-nitrobenzyl) derivatives 3b and 4 b in the ratio ca.3:1.Chromatographic separation and removal of the protecting groups gave the title compound 1.Regiospecific synthesis by 2-nitrobenzylation of the monoalcohol 8a was examined but could not be achieved efficiently.Compound 1 was neither a substrate for nor an inhibitor of coupled hexokinase/glucose-6-phosphate dehydrogenase enzyme system.On photolysis, it was converted into free glucose with 1:1 stoichiometry.