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2,3,4,6-tetra-O-benzyl-D-galactopyranose

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2,3,4,6-tetra-O-benzyl-D-galactopyranose Basic information

Product Name:
2,3,4,6-tetra-O-benzyl-D-galactopyranose
Synonyms:
  • 2,3,4,6-Tetrakis-O-(phenylMethyl)-
  • D-Galactose,2,3,4,6-tetrakis-O-(phenylMethyl)-
  • 2,3,4,6-tetrabenzylgalactopyranose
  • (2R,3S,4S,5R)-2,3,4,6-Tetrakis(benzyloxy)-5-hydroxyhexanal
  • 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSIDE
  • 2,3,4,6-TETRA-O-BENZYL-D-GALACTOSE
  • 2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE
  • 2,3,4,6-Tetra-O-benzyl-D-galactopyranose,98%
CAS:
53081-25-7
MF:
C34H36O6
MW:
540.65
EINECS:
610-955-0
Product Categories:
  • 13C & 2H Sugars
  • Carbohydrates & Derivatives
  • Carbohydrates
  • Carbohydrates A to
  • Carbohydrates P-ZBiochemicals and Reagents
  • Monosaccharide
  • C13-C60
  • Carbohydrates P-Z
  • Aldehydes
  • Biochemicals and Reagents
  • Building Blocks
  • Carbohydrates A to Z
  • Carbonyl Compounds
  • Chemical Synthesis
  • Organic Building Blocks
Mol File:
53081-25-7.mol
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2,3,4,6-tetra-O-benzyl-D-galactopyranose Chemical Properties

Melting point:
60-63 °C
Boiling point:
576.06°C (rough estimate)
Density 
1.0726 (rough estimate)
refractive index 
1.6000 (estimate)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
Acetone (Slightly), Chloroform (Slightly), DMF (Sparingly)
pka
13.33±0.20(Predicted)
form 
Crystals or Crystalline Powder
color 
White to almost white
optical activity
α25D +11±2, c = 1 in CHCl3 ; α20D +10.5±2, c = 1 in CHCl3
Water Solubility 
Insoluble in water.
Stability:
Store in freezer
InChI
InChI=1/C34H36O6/c35-21-32(38-23-28-15-7-2-8-16-28)34(40-25-30-19-11-4-12-20-30)33(39-24-29-17-9-3-10-18-29)31(36)26-37-22-27-13-5-1-6-14-27/h1-21,31-34,36H,22-26H2/t31-,32+,33+,34-/s3
InChIKey
OGOMAWHSXRDAKZ-BJPULKCASA-N
SMILES
[C@@]([H])(OCC1C=CC=CC=1)([C@H](C=O)OCC1C=CC=CC=1)[C@@H](OCC1C=CC=CC=1)[C@H](O)COCC1C=CC=CC=1 |&1:0,10,21,30,r|
CAS DataBase Reference
53081-25-7(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
3
HS Code 
29329990

MSDS

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2,3,4,6-tetra-O-benzyl-D-galactopyranose Usage And Synthesis

Description

2,3,4,6-Tetra-O-benzyl-D-galactopyranose is a protected carbohydrate derivative, precisely a benzylated form of D-galactopyranose. This compound is often used in organic synthesis, particularly in preparing glycosyl donors and other carbohydrate derivatives. The benzyl groups serve as protecting groups, which can be removed under specific conditions to yield the free sugar.

Chemical Properties

White Powder

Uses

2,3,4,6-Tetra-O-benzyl-D-galactopyranose (cas# 53081-25-7) is a compound useful in organic synthesis.

Application

2,3,4,6-tetra-O-benzyl-D-galactopyranose is a structural unit that serves as both a galactosyl donor and an acceptor in the synthesis of sugars. It can also be used as a pharmaceutical intermediate and has been used in the synthesis of potential cholera toxin inhibitors, iNKT agonists and Scleropentaside A.

2,3,4,6-tetra-O-benzyl-D-galactopyranoseSupplier

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