CAS 53008-65-4: Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

Description: Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside is a glycoside derivative of glucose, characterized by the presence of three benzyl groups attached to the hydroxyl positions at C-2, C-3, and C-4 of the glucopyranose ring, along with a methoxy group at the anomeric carbon (C-1). This compound is typically a white to off-white solid and is soluble in organic solvents such as dichloromethane and ethanol, but less soluble in water due to its hydrophobic benzyl substituents. It is often used in organic synthesis and carbohydrate chemistry as a protecting group for hydroxyl functionalities, facilitating the selective modification of other functional groups. The presence of the benzyl groups enhances the stability and reactivity of the glucopyranoside, making it useful in various chemical reactions, including glycosylation. Additionally, this compound may exhibit biological activity, although specific biological properties would depend on the context of its use and the conditions of the study. Proper handling and storage are essential, as with many organic compounds, to ensure safety and maintain integrity.

Formula: C₂₈H₃₂O₆

InChI: InChI=1S/C28H32O6/c1-30-28-27(33-20-23-15-9-4-10-16-23)26(32-19-22-13-7-3-8-14-22)25(24(17-29)34-28)31-18-21-11-5-2-6-12-21/h2-16,24-29H,17-20H2,1H3/t24-,25-,26+,27-,28+/m1/s1

InChI key: InChIKey=MOKYEUQDXDKNDX-DFLSAPQXSA-N

SMILES: OCC1OC(OC)C(OCC=2C=CC=CC2)C(OCC=3C=CC=CC3)C1OCC=4C=CC=CC4

Synonyms:

• Methyl 2,3,4-Tri-O-benzyl-α-D-glucopyranoside
• Methyl 2,3,4-tri-O-benzyl-α-<span class="text-smallcaps">D</span>-glucopyranoside
• Methyl 2,3,4-tris-O-(phenylmethyl)-α-<span class="text-smallcaps">D</span>-glucopyranoside
• α-<span class="text-smallcaps">D</span>-Glucopyranoside, methyl 2,3,4-tris-O-(phenylmethyl)-
• α-D-glucopyranoside, methyl 2,3,4-tris-O-(phenylmethyl)-
• Methyl 2,3,4-tris-O-(phenylmethyl)-α-D-glucopyranoside

Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

CAS: 53008-65-4

• Formula: C₂₈H₃₂O₆
• Purity: 98%
• Color and Shape: Solid
• Molecular weight: 464.5501

Methyl 2,3,4-Tri-O-Benzyl-?-D-Glucopyranoside

CAS: 53008-65-4

• Purity: 98%
• Molecular weight: 464.55g/mol

Methyl 2,3,4-tri-O-benzyl-a-D-glucopyranoside

CAS: 53008-65-4

Methyl 2,3,4-Tri-O-benzyl-α-D-glucopyranoside

CAS: 53008-65-4

• Formula: C₂₈H₃₂O₆
• Purity: >98.0%(HPLC)
• Color and Shape: White to Almost white powder to crystal
• Molecular weight: 464.56

Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

CAS: 53008-65-4

Resource for the 6-O-modification of Glc e.g. in glucuronic acid synthesis

• Formula: C₂₈H₃₂O₆
• Purity: Min. 95%
• Color and Shape: White Powder
• Molecular weight: 464.55 g/mol