CAS 43225-70-3

1,2,3,5-tetra-O-acetyl-D-arabinofuranose

Description:

1,2,3,5-Tetra-O-acetyl-D-arabinofuranose is a derivative of D-arabinofuranose, a sugar that is part of the furanose family, characterized by its five-membered ring structure. This compound features four acetyl groups attached to the hydroxyl groups of the sugar, which enhances its stability and solubility in organic solvents. The acetylation process modifies the reactivity of the hydroxyl groups, making it useful in various synthetic applications, particularly in carbohydrate chemistry. The presence of these acetyl groups also influences the compound's physical properties, such as melting point and solubility. Typically, it appears as a white to off-white crystalline solid. This compound is often utilized in the synthesis of glycosides and other carbohydrate derivatives, serving as an important intermediate in the preparation of more complex molecules. Its CAS number, 43225-70-3, allows for easy identification in chemical databases and literature. Overall, 1,2,3,5-tetra-O-acetyl-D-arabinofuranose is significant in both research and industrial applications involving carbohydrates.

Formula: C₁₃H₁₈O₉

InChI: InChI=1/C13H18O9/c1-6(14)18-5-10-11(19-7(2)15)12(20-8(3)16)13(22-10)21-9(4)17/h10-13H,5H2,1-4H3/t10-,11-,12+,13u/m1/s1

InChI key: InChIKey=IHNHAHWGVLXCCI-NDBYEHHHSA-N

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

Mixture of 1,2,3,5-Tetra-O-acetyl-D-arabinofuranose and 1,2,3,4-Tetra-O-acetyl-D-arabinopyranose (α/β-mixture)

Controlled Product

CAS: 43225-70-3

Applications It can be used as a reagent in various organic reactions e.g., in the preparation of 5-azacytosine having a cyclic ether substituent at 1-position which can be used as an antitumor agent.
References Sako, M.:Jpn. Kokai Tokkyo Koho. JP 2015164913 A 20150917. Sep 17, 2015

Formula: C₁₃H₁₈O₉

Color and Shape: Colourless To Off-White

Molecular weight: 318.28

Ref: TR-T224950

Mixture of 1,2,3,5-Tetra-O-acetyl-D-arabinofuranose and 1,2,3,4-Tetra-O-acetyl-D-arabinopyranose

CAS: 43225-70-3

Tetra-O-acetyl-D-arabinose is an organic compound, a saccharide with the chemical formula C4H8O6. It is a white to off-white crystalline solid. Tetra-O-acetyl-D-arabinose is a protected form of arabinose that can be methylated and glycosylated to produce various other compounds. Tetra-O-acetyl-D-arabinose can also be modified by click chemistry or fluorination and it has been used as a synthetic intermediate for the synthesis of oligosaccharides.

Formula: C₁₃H₁₈O₉

Purity: (%) Min. 95%

Color and Shape: Powder

Molecular weight: 318.28 g/mol

Ref: 3D-MT45867

1,2,3,5-Tetra-O-acetyl-a-D-arabinofuranose

CAS: 43225-70-3

Formula: C₁₃H₁₈O₉

Molecular weight: 318.28

Ref: ST-EA-CP-A35071