CAS 2873-29-2

Tri-O-acetyl-D-glucal

Description:

Tri-O-acetyl-D-glucal is a chemical compound that belongs to the class of carbohydrates, specifically a derivative of D-glucose. It is characterized by the presence of three acetyl groups attached to the hydroxyl groups of the glucal structure, which enhances its stability and solubility in organic solvents. This compound typically appears as a colorless to pale yellow liquid or solid, depending on its form and purity. Tri-O-acetyl-D-glucal is known for its reactivity, particularly in glycosylation reactions, making it a valuable intermediate in organic synthesis and carbohydrate chemistry. Its structure includes a double bond between the anomeric carbon and the adjacent carbon, which contributes to its unique chemical properties. The compound is often used in the synthesis of various glycosides and oligosaccharides, and its acetyl groups can be removed under specific conditions to yield D-glucal. As with many acetylated compounds, it is important to handle Tri-O-acetyl-D-glucal with care, as it may pose risks associated with flammability and reactivity.

Formula: C₁₂H₁₆O₇

InChI: InChI=1S/C12H16O7/c1-7(13)17-6-11-12(19-9(3)15)10(4-5-16-11)18-8(2)14/h4-5,10-12H,6H2,1-3H3/t10-,11-,12+/m1/s1

InChI key: InChIKey=LLPWGHLVUPBSLP-UTUOFQBUSA-N

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

Synonyms:

• 1,2-Dideoxy-3,4,6-Tri-O-Acetyl-D-Arabino-1-Hexenopyranoside
• 1,2-Dideoxy-3,4,6-tri-O-acetyl-D-arabino-1-hexenopyranose
• 1,3,4-tri-O-acetyl-2,6-anhydro-5-deoxyhex-5-enitol
• 1,5-Anhydro-2-deoxy-D-arabino-1-hexenol triacetate
• 1,5-Anhydro-2-deoxy-D-arabino-hex-1-enitol 3,4,6-Tri-O-acetyl Ether
• 1,5-Anhydro-2-deoxy-D-arabino-hex-1-enitol triacetate
• 1,5-Anhydro-2-desoxy-D-arabino-hex-1-enitoltriacetat
• 3,4,6-Tri-O-Acetyl-1,5-Anhydro-D-Arabino-Hex-1-Enitol
• 3,4,6-Tri-O-acetyl-1,2-dideoxy-<span class="text-smallcaps">D</span>-arabino-hex-1-enopyranose
• 3,4,6-Tri-O-acetyl-1,2-dideoxy-D-arabino-hex-1-enopyranose
• 3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol
• 3,4,6-Tri-O-acetyl-<span class="text-smallcaps">D</span>-glucal
• 3,4,6-Tri-O-acetyl-D-glucal
• 3,4,6-Tri-O-acetylglucal
• 3,4,6-Triacetylglucal
• 3,4,6-Tris-O-acetyl-<span class="text-smallcaps">D</span>-glucal
• 3,4,6-Tris-O-acetyl-D-glucal
• <span class="text-smallcaps">D</span>-Glucal triacetate
• <span class="text-smallcaps">D</span>-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-, 3,4,6-triacetate
• <span class="text-smallcaps">D</span>-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-, triacetate
• <span class="text-smallcaps">D</span>-arabino-Hex-1-enopyranose, 1,2-dideoxy-, triacetate
• D-Glucal triacetate
• D-Glucal-3,4,5-tri-O-acetate
• D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-, 3,4,6-triacetate
• D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-, triacetate
• D-arabino-Hex-1-enopyranose, 1,2-dideoxy-, triacetate
• Glucal (D)- Tri-O-Acetyl-, (-)-
• Tri-O-acetyl-<span class="text-smallcaps">D</span>-glucal
• Tri-O-acetylglucal
• Triacetate de 1,5-anhydro-2-desoxy-D-arabino-hex-1-enitol
• Triacetyl-<span class="text-smallcaps">D</span>-glucal
• Triacetyl-D-glucal

Tri-O-acetyl-D-glucal

CAS: 2873-29-2

Formula: C₁₂H₁₆O₇

Purity: >96.0%(GC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 272.25

Ref: 3B-T1596

3,4,6-Tri-O-acetyl-D-glucal, 98%

CAS: 2873-29-2

3,4,6-Tri-O-acetyl-D-glucal acts as a building block for the synthesis of oligosaccharides in both solution and solid-phase. Further, it is used in the preparation of D-arabino-1,5-anhydro-2-deoxy-hex-1-enitol. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar pro

Formula: C₁₂H₁₆O₇

Purity: 98%

Color and Shape: Crystals or powder or crystalline powder, White

Molecular weight: 272.25

Ref: 02-L14103

D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-, 3,4,6-triacetate

CAS: 2873-29-2

Formula: C₁₂H₁₆O₇

Purity: 98%

Color and Shape: Solid

Molecular weight: 272.2512

Ref: IN-DA002WA2

Tri-O-acetyl-D-glucal

CAS: 2873-29-2

Formula: C₁₂H₁₆O₇

Purity: (GC) ≥ 98.0%

Color and Shape: White to off-white crystalline powder or crystals

Molecular weight: 272.26

Ref: 7W-GC8339

Tri-O-acetyl-D-glucal

CAS: 2873-29-2

Color and Shape: Neat

Ref: 86-MM3981.07

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

CAS: 2873-29-2

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

Purity: 98%

Molecular weight: 272.25g/mol

Ref: 54-BISY011

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

CAS: 2873-29-2

3,4,6-Tri-O-acetyl-D-glucal, also called 1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol triacetate, is the acetate protected cyclic enol-ether (glycal) of D-glucose. 3,4,6-Tri-O-acetyl-D-glucal is a building block useful in the synthesis of a range of carbohydrates with the glucal double bond allowing other functional groups to be introduced. As an alkene, a glycal can undergo electrophilic addition across the double bond to introduce halogens and epoxides or be used to generate deoxy monosaccharides. 3,4,6-Tri-O-acetyl-D-glucal can undergo a Ferrier rearrangement with an alcohol and Lewis acid to give a 2,3-unsaturated product.

Formula: C₁₂H₁₆O₇

Purity: Min. 98 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 272.25 g/mol

Ref: 3D-MT00681

(2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

CAS: 2873-29-2

Formula: C₁₂H₁₆O₇

Purity: 95%

Color and Shape: Solid

Molecular weight: 272.253

Ref: 10-F235533

Tri-O-acetyl-D-glucal

Controlled Product

CAS: 2873-29-2

Applications A D-glucal derivative.

Formula: C₁₂H₁₆O₇

Color and Shape: Neat

Molecular weight: 272.2512

Ref: TR-T764800