CAS 55628-54-1

3,4,6-Tri-O-benzyl-D-glucal

Description:

3,4,6-Tri-O-benzyl-D-glucal is a glycosyl donor commonly used in organic synthesis, particularly in the formation of glycosidic bonds. This compound is characterized by its glucal structure, which features a double bond between the C1 and C2 carbon atoms, contributing to its reactivity. The presence of three benzyl groups at the 3, 4, and 6 positions enhances its stability and solubility in organic solvents, making it a valuable intermediate in carbohydrate chemistry. The benzyl groups also serve to protect the hydroxyl groups, allowing for selective reactions at the anomeric carbon. 3,4,6-Tri-O-benzyl-D-glucal can participate in various reactions, including glycosylation, where it can react with alcohols or amines to form glycosides or glycosylamines. Its unique structure and reactivity make it an important compound in the synthesis of complex carbohydrates and glycoconjugates, which are essential in biological systems and pharmaceutical applications.

Formula: C₂₇H₂₈O₄

InChI: InChI=1/C27H28O4/c1-4-10-22(11-5-1)18-28-21-26-27(31-20-24-14-8-3-9-15-24)25(16-17-29-26)30-19-23-12-6-2-7-13-23/h1-17,25-27H,18-21H2/t25-,26+,27-/m0/s1

InChI key: MXYLLYBWXIUMIT-PFBJBMPXSA-N

SMILES: C1=CC=C(C=C1)COC[C@@H]2[C@H]([C@@H](C=CO2)OCC3=CC=CC=C3)OCC4=CC=CC=C4

Synonyms:

• 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-D-ribo-hex-1-enitol

Tri-O-benzyl-D-glucal

CAS: 55628-54-1

Formula: C₂₇H₂₈O₄

Purity: >95.0%(HPLC)

Color and Shape: White to Orange to Green powder to crystal

Molecular weight: 416.52

Ref: 3B-T1859

3,4,6-Tri-O-benzyl-D-glucal, 97%

CAS: 55628-54-1

3,4,6-Tri-O-benzyl-D-glucal, is an important building block for both solid- and solution-phase synthesis of oligosaccharides. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand

Formula: C₂₇H₂₈O₄

Purity: 97%

Molecular weight: 416.5

Ref: 02-H60437

Tri-O-benzyl-D-glucal

CAS: 55628-54-1

Tri-O-benzyl-D-glucal

Formula: C₂₇H₂₈O₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 416.50882

Ref: 54-BISY023

Tri-o-benzyl-d-glucal

CAS: 55628-54-1

Tri-o-benzyl-d-glucal

Formula: C₂₇H₂₈O₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 416.50882

Ref: 54-OR929303

3,4,6-Tri-O-benzyl-D-glucal

CAS: 55628-54-1

Formula: C₂₇H₂₈O₄

Molecular weight: 416.50

Ref: 7W-GC3323

3,4,6-Tri-O-benzyl-D-glucal

CAS: 55628-54-1

Formula: C₂₇H₂₈O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 416.5088

Ref: IN-DA00DEN4

Tri-O-benzyl-D-glucal

CAS: 55628-54-1

3,4,6-Tri-O-benzyl-D-glucal

Formula: C₂₇H₂₈O₄

Purity: 97%

Molecular weight: 416.51

Ref: IN-DG155644

3,4,6-Tri-O-benzyl-D-glucal

CAS: 55628-54-1

3,4,6-Tri-O-benzyl-D-glucal is a benzyl protected, 2,3 unsaturated glucal used as a chiral intermediate. The C2-C3 double bond of the pyranose ring can be modified via a variety of reactions including: hydrogenation, oxidation, hydroxylation, and aminohydroxylation, to generate structural complexity. 3,4,6-Tri-O-benzyl-D-glucal also minimizes tedious protecting-group strategies required for fully oxygenated sugars. The products of 2,3 unsaturated glycosides as chiral intermediates have played a role in the synthesis of many biologically active compounds, such as, nucleosides and modified sugar derivatives.

Formula: C₂₇H₂₈O₄

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 416.51 g/mol

Ref: 3D-MT00253

1,5-Anhydro-3,4,6-tri-O-benzyl-2-deoxy-D-arabinohex-1-enitol

CAS: 55628-54-1

Formula: C₂₇H₂₈O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 416.517

Ref: 10-F013420