CAS 13100-46-4

1,2,3,4-tetra-O-acetyl-beta-D-glucopyranose

Description:

1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranose is a derivative of glucose, specifically an acetylated form of beta-D-glucopyranose. This compound features four acetyl groups attached to the hydroxyl groups of the glucose molecule, which enhances its stability and solubility in organic solvents. It is typically a white to off-white crystalline solid and is soluble in polar organic solvents such as methanol and acetone. The presence of acetyl groups makes it less polar than the parent glucose, affecting its reactivity and interactions in chemical processes. This compound is often used in organic synthesis, particularly in glycosylation reactions, due to its ability to act as a glycosyl donor. Additionally, it serves as an intermediate in the synthesis of various glycosides and oligosaccharides. Its chemical structure allows for specific reactivity patterns, making it valuable in carbohydrate chemistry and related fields. As with many acetylated sugars, it may exhibit different physical and chemical properties compared to its unmodified counterpart.

Formula: C₁₄H₂₀O₁₀

InChI: InChI=1/C14H20O10/c1-6(16)20-11-10(5-15)24-14(23-9(4)19)13(22-8(3)18)12(11)21-7(2)17/h10-15H,5H2,1-4H3

InChI key: InChIKey=FEQXFAYSNRWXDW-RKQHYHRCSA-N

SMILES: O(C(C)=O)[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)O[C@H](CO)[C@H]1OC(C)=O

Synonyms:

• 1,2,3,4-Tetra-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranose
• 1,2,3,4-Tetra-O-acetyl-β-<span class="text-smallcaps">D</span>-glucose
• 1,2,3,4-tetra-O-acetyl-B-D-*glucopyranose
• 1,2,3,4-tetra-O-acetylhexopyranose
• Glucopyranose, 1,2,3,4-tetraacetate, β-<span class="text-smallcaps">D</span>-
• NSC 409250
• β-<span class="text-smallcaps">D</span>-Glucopyranose, 1,2,3,4-tetraacetate
• β-D-Glucopyranose, 1,2,3,4-tetraacetate
• Glucopyranose, 1,2,3,4-tetraacetate, β-D-
• 1,2,3,4-Tetra-O-acetyl-β-D-glucose
• TETRA-O-ACETYL-B-D-GLUCOPYRANOSE, 1,2,3,4-
• 1-O,2-O,3-O,4-O-Tetraacetyl-β-D-glucopyranose
• 1,2,3,4-Tetra-O-acetyl-beta-D-
• Acetyl 2-O,3-O,4-O-triacetyl-β-D-glucopyranoside
• beta-D-glucose 1,2,3,4-tetraacetate
• 1,2,3,4-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSE
• 1,2,3,4-TETRAACETYL-BETA-D-GLUCOPYRANOSE
• BETA-D-GLUCOSE-2,3,4,5-TETRAACETATE
• 1,2,3,4-TETRA-O-ACETYL-SS-D-GLUCOPYRANOSE
• 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSE

1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose

CAS: 13100-46-4

Formula: C₁₄H₂₀O₁₀

Purity: >98.0%(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 348.30

Ref: 3B-T2811

1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose, 98%

CAS: 13100-46-4

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. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₁₄H₂₀O₁₀

Purity: 98%

Molecular weight: 348.3

Ref: 02-J66307

β-D-Glucopyranose, 1,2,3,4-tetraacetate

CAS: 13100-46-4

Formula: C₁₄H₂₀O₁₀

Purity: 96%

Color and Shape: Solid

Molecular weight: 348.3026

Ref: IN-DA000VC2

1,2,3,4-Tetra-O-acetyl-b-D-glucopyranose

CAS: 13100-46-4

Formula: C₁₄H₂₀O₁₀

Purity: ≥ 97%

Color and Shape: White crystalline powder or solid

Molecular weight: 348.3

Ref: 7W-GC5900

1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose

CAS: 13100-46-4

1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose

Color and Shape: Solid

Molecular weight: 348.30g/mol

Ref: 54-BICL2563

1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose

CAS: 13100-46-4

Building block for the 6-O-modification of Glc, including 6-O-glycosylations

Formula: C₁₄H₂₀O₁₀

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 348.3 g/mol

Ref: 3D-MT05432

β-D-Glucose-2,3,4,5-tetraacetate

CAS: 13100-46-4

Formula: C₁₄H₂₀O₁₀

Purity: 97%

Color and Shape: Solid

Molecular weight: 348.304

Ref: 10-F095602

1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose

Controlled Product

CAS: 13100-46-4

Applications 1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose has been used in the study of substrates for inositol synthase, and for the preparation of anionic surfactants.
References Graham, B., et al.: Tetrahedron, 47, 3895 (1991); Alain, M., et al.: Carbohydrate Res., 229, 323 (1992)

Formula: C₁₄H₂₀O₁₀

Color and Shape: Neat

Molecular weight: 348.30

Ref: TR-T280005