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3,4,6-Tri-O-benzyl-beta-D-mannopyranose-1,2-(methyl orthoacetate)

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3,4,6-Tri-O-benzyl-beta-D-mannopyranose-1,2-(methyl orthoacetate) Basic information

Product Name:
3,4,6-Tri-O-benzyl-beta-D-mannopyranose-1,2-(methyl orthoacetate)
Synonyms:
  • 3,4,6-Tri-O-benzyl--D-mannopyranose 1,2-(Methyl Orthoacetate)
  • 3,4,6-Tri-O-benzyl-beta-D-mannopyranose-1,2-(methyl orthoacetate)
  • 1,2-O-(1-Methoxyethylidene)-3,4,6-tris-O-(phenylMethyl)-β-D-Mannopyranose
  • 3,4,6-Tri-O-benzyl-1,2-O-(1-methoxyethylidene)-beta-D-mannopyranose min. 98%
  • β-D-Mannopyranose, 1,2-O-(1-Methoxyethylidene)-3,4,6-tris-O-(phenylMethyl)-
  • 3,4,6-Tri-o-benzyl-1,2-o-(1-methoxyethylidene)-beta-D-mannopyranose
  • 3,4,6-Tri-O-benzyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose
  • 3,4,6-Tri-O-benzyl-β-D-mannopyranose 1,2-(Methyl Orthoacetate)
CAS:
16697-49-7
MF:
C30H34O7
MW:
506.59
Product Categories:
  • Aromatics
  • Carbohydrates & Derivatives
Mol File:
16697-49-7.mol
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3,4,6-Tri-O-benzyl-beta-D-mannopyranose-1,2-(methyl orthoacetate) Chemical Properties

Melting point:
74-76°C
Boiling point:
601.1±55.0 °C(Predicted)
Density 
1.22±0.1 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
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3,4,6-Tri-O-benzyl-beta-D-mannopyranose-1,2-(methyl orthoacetate) Usage And Synthesis

Description

3,4,6-Tri-O-benzyl-β-D-mannopyranose 1,2-(methyl orthoacetate) is a synthetic intermediate used in glycosylation reactions. Typically, the methyl orthoester protecting group is first removed by mild acid hydrolysis, producing a glycosyl donor. Removal of the O-benzyl protecting groups is performed late in the synthesis.

Chemical Properties

White Solid

Uses

3,4,6-Tri-O-benzyl-β-D-mannopyranose 1,2-(Methyl Orthoacetate) (cas# 16697-49-7) is a compound useful in organic synthesis.

References

[1] JOSé R. MARINO-ALBERNAS. Synthesis and Growth Inhibitory Properties of Glycosides of 1-O-Hexadecyl-2-O-methyl-sn-glycerol, Analogs of the Antitumor Ether Lipid ET-18-OCH3 (Edelfosine)[J]. Journal of Medicinal Chemistry, 1996, 39 17: 3241-3247. DOI: 10.1021/jm960164j
[2] NILANJANA CHAKRABORTY  Marc d’Alarcao. An anionic inositol phosphate glycan pseudotetrasaccharide exhibits high insulin-mimetic activity in rat adipocytes[J]. Bioorganic & Medicinal Chemistry, 2005, 13 24: Pages 6732-6741. DOI: 10.1016/j.bmc.2005.07.020

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