CAS 163381-38-2

4-O-acetyl-3,6-di-O-(tert-butyldimethyl-silyl)-D-

Description:

4-O-acetyl-3,6-di-O-(tert-butyldimethyl-silyl)-D-glucopyranose, identified by CAS number 163381-38-2, is a derivative of D-glucose that features specific protective groups to enhance its stability and reactivity in synthetic applications. The presence of the acetyl group at the 4-position and the tert-butyldimethylsilyl (TBDMS) groups at the 3 and 6 positions serves to protect the hydroxyl functionalities, making it a valuable intermediate in carbohydrate chemistry. This compound is typically characterized by its white to off-white solid appearance and is soluble in organic solvents such as dichloromethane and methanol. Its molecular structure allows for selective reactions, facilitating further transformations in glycosylation or other synthetic pathways. The TBDMS groups can be removed under specific conditions, allowing for the regeneration of hydroxyl groups for subsequent reactions. Overall, this compound is significant in the field of organic synthesis, particularly in the development of glycosides and other carbohydrate-based molecules.

Formula: C₂₀H₄₀O₅Si₂

InChI: InChI=1/C20H40O5Si2/c1-15(21)24-18-16(25-27(10,11)20(5,6)7)12-13-22-17(18)14-23-26(8,9)19(2,3)4/h12-13,16-18H,14H2,1-11H3/t16-,17-,18-/m1/s1

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

Synonyms:

• 4-O-Acetyl-3,6-di-O-(tert-butyldimethylsilyl)-D-galactal
• 3-O-acetyl-2,6-anhydro-1,4-bis-O-[tert-butyl(dimethyl)silyl]-5-deoxy-D-arabino-hex-5-enitol

4-O-Acetyl-3,6-di-O-tert-butyldimethylsilyl-D-galactal

CAS: 163381-38-2

4-O-Acetyl-3,6-di-O-tert-butyldimethylsilyl-D-galactal is a high purity, custom synthesis sugar. This compound has been modified with Click chemistry and fluorination. The modification has been shown to have glycosylation and methylation. This product is synthesized from a complex carbohydrate.

Purity: Min. 95%

Ref: 3D-MA03776