74808-10-9

Basic information

• Product Name: 2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE
• Synonyms: α-D-Glucopyranose 2,3,4,6-Tetraacetate 1-(2,2,2-TrichloroethaniMidate);2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE;2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDIATE;O-(2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL)-TRICHLORACETIMIDATE
• CAS NO: 74808-10-9
• Molecular Formula: C₁₆H₂₀Cl₃NO₁₀
• Molecular Weight: 492.69
• Product Categories: Carbohydrates & Derivatives
• Mol File: 74808-10-9.mol
• Article Data: 115

Chemical Properties

• Melting Point: 66-68 °C
• Boiling Point: 463.3±55.0 °C(Predicted)
• Appearance: /
• Density: 1.55±0.1 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• PKA: 1.39±0.70(Predicted)
• CAS DataBase Reference: 2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE(74808-10-9)
• EPA Substance Registry System: 2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE(74808-10-9)

Safety Data

• Hazardous Substances Data: 74808-10-9(Hazardous Substances Data)

Usage

Description

2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE is a chemical compound that serves as a key reagent in the synthesis of natural glycosides. It is characterized by its ability to facilitate the formation of glycosidic bonds, which are crucial in the construction of complex carbohydrate structures found in various natural products.

Uses

Used in Pharmaceutical Industry:
2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE is used as a synthetic reagent for the preparation of natural glycosides, such as Isosyringinoside and glucopyranosyl-glucopyranosyl-hydroxy phenylethanol I. These glycosides have potential applications in the development of pharmaceuticals, as they possess various biological activities and therapeutic properties.
Used in Organic Synthesis:
In the field of organic synthesis, 2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE is employed as a versatile building block for the construction of complex carbohydrate structures. Its ability to form stable glycosidic bonds makes it a valuable tool for the synthesis of oligosaccharides, polysaccharides, and other carbohydrate-containing compounds with potential applications in various industries, such as pharmaceuticals, cosmetics, and food.

Upstream product

• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 545-06-2 trichloroacetonitrile 
• 604-69-3 β-D-glucose pentaacetate 
• 604-68-2 α-D-glucopyranose peracetylate 
• 83-87-4 D-glucose pentaacetate 
• 50-99-7 D-glucose 
• 492-61-5 β-D-glucose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide 
• 630-18-2 tert-butyl isocyanide 
• 13992-16-0 phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α,β-D-glucopyranoside 
• 3947-62-4 2,3,4,6-tetra-O-acetyl-β-D-glucopyranose 
• 3947-62-4 2,3,4,6-tetraacetylglucose 
• 28244-94-2 p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Downstream Products

• 2530-07-6 tigogenyl acetate 
• 28154-24-7 O-β-tigogenyl glucoside tetraacetate 
• 122992-49-8 methyl 3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside 
• 159419-17-7 but-3-enyl 2,4,6-tri-O-benzyl-3-O-(tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucoside 
• 171191-22-3 N-benzyloxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine myristylamide 
• 188841-86-3 methyl 2',3',4',6'-tetra-O-acetyl-2,3-di-O-benzyl-6-deoxy-6-fluoro-α-cellobioside 
• 190448-62-5 Acetic acid (S)-1-(4-fluoro-phenyl)-3-{(3R,4S)-1-(4-fluoro-phenyl)-2-oxo-4-[4-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-azetidin-3-yl}-propyl ester 
• 4613-78-9 (3R,4S,5R,6R)-6-((((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate 
• 10343-15-4 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-allyloxy-tetrahydro-pyran-4-yl ester 
• 10343-13-2 benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 13035-51-3 tert-butyl-(tetra-O-acetyl-β-D-glucopyranoside) 
• 53691-39-7 benzyl 3,4,6-tri-O-acetyl-β-D-glucopyranoside 
• 31281-76-2 O-benzyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside 
• 909100-00-1 3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol 

Relevant articles and documents

PROCESS OF SYNTHESIS OF β-6'SULFOQUINOVOSYL DIACYLGLYCEROLS

The present invention relates to a synthesis process of β-6-sulfoquinovosyl-diacylglycerols. In particular, said process is for the synthesis of the compounds 1,2-O-distearoyl-3-O-(β- sulfoquinovosyl)-R/S-glycerol, 1,2-O-distearoyl-3-O-(β-sulfoquinovosyl)-R-glycerol or 1,2- O-distearoyl-3-O-(β-sulfoquinovosyl)-S-glycerol, named respectively Sulfavant A, Sulfavant R and Sulfavant S.

1,2,3,4-TETRAHYDROQUINOXALINE DERIVATIVE, PREPARATION METHOD THEREFOR AND APPLICATION THEREOF

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GLUTs-targeted glycosylated tetravalent platinum compound, synthesis method and application thereof

The invention provides a GLUTs-targeted glycosylated tetravalent platinum compound, a synthesis method and application thereof; the structural general formula of the GLUTs-targeted glycosylated tetravalent platinum compound is shown in the specification, wherein R1 is one of glucose, galactose, mannose and rhamnose; and R2 and R3 are independently C1-C4 lower alkanes. According to the invention, a glycosyl group is introduced into a tetravalent platinum parent nucleus; a series of novel glycosylation modified tetravalent platinum compounds are designed and synthesized; the targeting property of a medicine to tumour cells is improved by utilizing sugar transporter GLUTs highly expressed on the surfaces of the tumour cells; the anti-cancer and anti-tumour capacities are further improved; the in-vivo anti-tumour activity result shows that the series of compounds can inhibit tumour growth to a certain extent, and have relatively high safety is shown; and the potential of further research and development is achieved.