CAS 3366-47-0

(-)-Tetra-O-acetyl-2-hydroxy-D-glucal

Description:

(-)-Tetra-O-acetyl-2-hydroxy-D-glucal is a chemical compound that belongs to the class of glucals, which are unsaturated sugars derived from glucose. This compound is characterized by the presence of four acetyl groups attached to the hydroxyl groups of the glucose moiety, which enhances its stability and solubility in organic solvents. The "2-hydroxy" designation indicates that there is a hydroxyl group at the second carbon, contributing to its reactivity and potential applications in organic synthesis. The stereochemistry of the compound is specified by the "(-)" prefix, indicating that it is the enantiomer with a specific spatial arrangement of atoms. This compound is often used in carbohydrate chemistry for the synthesis of various glycosides and other derivatives, making it valuable in the development of pharmaceuticals and biochemicals. Its CAS number, 3366-47-0, uniquely identifies it in chemical databases, facilitating research and regulatory compliance. Overall, (-)-Tetra-O-acetyl-2-hydroxy-D-glucal is an important intermediate in the field of organic chemistry.

Formula: C₁₄H₁₈O₉

InChI: InChI=1/C14H18O9/c1-7(15)19-5-11-13(22-9(3)17)14(23-10(4)18)12(6-20-11)21-8(2)16/h6,11,13-14H,5H2,1-4H3/t11-,13-,14-/m1/s1

SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H](C(=CO1)OC(=O)C)OC(=O)C)OC(=O)C

Synonyms:

• 2,3,4,5-Tetra-O-acetyl-1-deoxy-D-arabino-hex-1-enopyranose
• 2,3,4,6-tetra-O-acetyl-1,5-anhydro-D-arabino-hex-1-enitol

Gastrodin Impurity 10

CAS: 3366-47-0

Formula: C₁₄H₁₈O₉

Molecular weight: 330.29

Ref: 4Z-G-054011

2,3,4,6-Tetra-O-acetyl-2-hydroxy-D-glucal

CAS: 3366-47-0

2,3,4,6-Tetra-O-acetyl-2-hydroxy-D-glucal

Purity: >98%

Molecular weight: 330.29g/mol

Ref: 54-BICL4371

2,3,4,6-Tetra-O-acetyl-1-deoxy-D-arabino-hex-1-enopyranose

CAS: 3366-47-0

Ref: 7W-GC1828

2,3,4,6-Tetra-O-acetyl-1-deoxy-D-arabino-hex-1-enopyranose

CAS: 3366-47-0

Tetra-O-acetyl-1-deoxy-D-arabinohexopyranose is a boron trifluoride etherate method for the synthesis of tetraacetylated 1-deoxyhexopyranoses. The yield of this reaction is dependent on the formamide concentration and the hydrogenation time. When formamide is used, the yields are greater than when it is not. This product can be used in a variety of reactions such as the synthesis of 2,3,4,6-tetraiodo-, 2,3,4,6-tetrahalogeno-, or 2,3,4,-trihalogeno hexoses by substitution with iodine or chlorine. Tetraacetylated 1-deoxyhexopyranoses can also be used to synthesize ethanethiols and other alcohols by elimination reactions.

Formula: C₁₄H₁₈O₉

Color and Shape: White Powder

Molecular weight: 330.29 g/mol

Ref: 3D-MT00700

2,3,4,6-Tetra-O-acetyl-2-hydroxy-D-glucal

Controlled Product

CAS: 3366-47-0

Applications A D-glucal derivative.
References Sugino, K., et al.: Biosci., Biotechnol., Biochem., 72, 2092 (2008),

Formula: C₁₄H₁₈O₉

Color and Shape: Neat

Molecular weight: 330.29

Ref: TR-T282450