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Carbohydrate Derivative

METHYL 4,6-O-BENZYLIDENE- α-D-GLUCOPYRANOSIDE

NAME:METHYL 4,6-O-BENZYLIDENE- α-D-GLUCOPYRANOSIDE

CAS No.:3162-96-7

Molecular Formula::C14H18O6

Molecular Weight:282.29

EINECS号:221-615-2

 

Quality Standard:

Item Specification
Appearance White to off-white crystalline powder
Assay , %  ≥98.0 
Melting point, ℃ 160.0~167.0 
Specific rotation [α]20D   (C=1,CHCl3)   +108.5~ +114.5° 
Loss on drying, % ≤1.0 
Residue on ignition, % ≤0.10 

USES:  

  • Methyl-4, 6-benzylidene -α -D-glucopyranoside is a commonly used benzylidene protected carbohydrate derivative, usually as an intermediate, widely used in the synthesis of a variety of compounds. 

  The specific application is described as follows:  

  •  By synthesizing a deacetyllanatoside glucosyl-modified compound (2-O-benzyl-beta-D-glucopyranoside-deacetyllanatoside and the like) to enhance the antitumous effect of the compound, the potency is improved, the half-life period is prolonged, meanwhile, the modified compound is prepared into a liposome, the hepatic targeting effect of the liposome is improved, and the cardiotoxicity is reduced.
  • It is used for the construction of chiral trifluoromethylated quaternary carbon centres
  • Synthesis of new C-6 homologues of 1-deoxynojirimycin and 1-deoxy- L –idonojirimycin.
  • Use of Propargyl Glycoside for Anomeric Protection
  • Synthesis of phenylurethane.
  • It is used for  synthesis and antimicrobial studies of pyranmycin.
  • Synthesis of several Alkyl Hex-3-enopyranosiduloses.
  • This product reacts with dibromomethane in aqueous solution of sodium hydroxide, using tetrabutylammonium bromide as phase transfer agent, can obtain corresponding 2, 3-methylene acetal.  This product protects the 4th and 6th positions
  • This product can be oxidated and ring opened by n-bromosuccinimide (NBS), and generate 6-bromo-4-O-benzoyl pyranhexose. 

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