140658-50-0

Basic information

• Product Name: 2,3,4,6-Tetra-O-benzyl-1-C-dichloromethyl-D-glucopyranose
• Synonyms: 2,3,4,6-Tetra-O-benzyl-1-C-dichloromethyl-D-glucopyranose
• CAS NO: 140658-50-0
• Molecular Formula: C₃₅H₃₆Cl₂O₆
• Molecular Weight: 623.56274
• Mol File: 140658-50-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 718.7±60.0 °C(Predicted)
• Appearance: /
• Density: 1.29
• PKA: 9.79±0.70(Predicted)
• CAS DataBase Reference: 2,3,4,6-Tetra-O-benzyl-1-C-dichloromethyl-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-Tetra-O-benzyl-1-C-dichloromethyl-D-glucopyranose(140658-50-0)
• EPA Substance Registry System: 2,3,4,6-Tetra-O-benzyl-1-C-dichloromethyl-D-glucopyranose(140658-50-0)

Safety Data

• Hazardous Substances Data: 140658-50-0(Hazardous Substances Data)

Usage

General Description

2,3,4,6-Tetra-O-benzyl-1-C-dichloromethyl-D-glucopyranose is a chemical compound commonly used as a protecting group in organic synthesis. It is a derivative of D-glucose in which four hydroxyl groups are substituted with benzyl groups and the 1-carbon is modified with a dichloromethyl group. 2,3,4,6-Tetra-O-benzyl-1-C-dichloromethyl-D-glucopyranose is a versatile reagent in carbohydrate chemistry and is often employed for the selective protection of specific hydroxyl groups in the synthesis of complex carbohydrates. Its unique structure and reactivity make it a valuable tool for the efficient and precise manipulation of carbohydrate molecules in chemical synthesis.

Upstream product

• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 75-09-2 dichloromethane 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 131531-76-5 p-methylphenyl 2,3,4,6-tetra-O-benzyl-thio-β-D-glucopyranoside 
• 604-69-3 β-D-glucose pentaacetate 
• 1152-39-2 p-methylphenyl 1-thio-β-D-glucopyranoside 
• 28244-94-2 p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 

Downstream Products

• 115250-38-9 (1S)-(1(OH),2,4/1,3)-2,3,4-Tri-O-benzyl-1-C-<(benzyloxy)methyl>-5-oxo-1,2,3,4-cyclohexanetetrol 
• 115250-39-0 (1S)-(1(OH),2,4,5/1,3)-2,3,4-tri-O-benzyl-5-<<2-hydroxy-1-(hydroxymethyl)ethyl>amino>-1-C-<(benzyloxy)methyl>-1,2,3,4-cyclohexanetetrol 
• 83480-29-9 voglibose 
• 140658-55-5 2-O-acetyl-3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulopyranose 
• 140658-57-7 6-O-Acetyl-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-2-heptulose 
• 116348-71-1 (1S)-2,3,4,6-Tetra-O-benzyl-1-C-(dichloromethyl)-D-glucitol 
• 116308-14-6 (1R)-2,3,4,6-Tetra-O-benzyl-1-C-(dichloromethyl)-D-glucitol 
• 137344-41-3 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulopyranose 
• 140849-70-3 2,3,4,6-Tetra-O-benzyl-1-C-methyl-β-D-glucopyranose 
• 140658-56-6 1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C-(dichloromethyl)-α-D-glucopyranose 

Relevant articles and documents

Synthesis method of voglibose

The invention provides a synthesis method of voglibose, and solves the technical problems that in an existing synthesis method of voglibose, raw materials are difficult to obtain, high in price, large in investment, low in yield and not suitable for industrial production. The synthesis method comprises the steps: synthesizing a compound V by taking glucose monohydrate and sodium acetate as raw materials through eleven reaction steps; and preparing a compound VIII from the compound V through an addition reaction, a ring-opening reaction and an aldol condensation reaction, and thus obtaining voglibose through amination reduction of the compound VIII. The synthesis method of voglibose can be widely applied to the technical field of voglibose synthesis methods.