CAS 94898-42-7

a-D-Mannopyranosyl fluoride,2,3,4,6-tetrakis-O-(phenylmethyl)-

Description:

α-D-Mannopyranosyl fluoride, 2,3,4,6-tetrakis-O-(phenylmethyl)-, is a glycosyl fluoride derivative of mannose, characterized by the presence of a fluorine atom at the anomeric carbon (C1) and four phenylmethyl (benzyl) protecting groups on the hydroxyl groups at positions C2, C3, C4, and C6. This compound is typically used in carbohydrate chemistry for the synthesis of glycosides and oligosaccharides, serving as a glycosyl donor in various glycosylation reactions. The presence of the phenylmethyl groups enhances the stability and solubility of the molecule, while the fluorine atom can facilitate nucleophilic attack during glycosylation. The compound is generally stable under standard laboratory conditions but may require specific handling due to the reactivity of the fluorine substituent. Its structure allows for selective reactions, making it a valuable intermediate in the synthesis of more complex carbohydrate structures. As with many glycosyl fluorides, it is important to consider the reaction conditions and the choice of nucleophiles to achieve desired outcomes in synthetic applications.

Formula: C₃₄H₃₅FO₅

2,3,4,6-Tetra-O-benzyl-D-mannopyranosyl fluoride

CAS: 94898-42-7

Ref: 7W-GC6470

2,3,4,6-Tetra-O-benzyl-α-D-mannopyranosyl fluoride

CAS: 94898-42-7

2,3,4,6-Tetra-O-benzyl-α-D-mannopyranosyl fluoride

Molecular weight: 542.6371g/mol

Ref: 54-BICL2602

2,3,4,6-Tetra-O-benzyl-D-mannopyranosyl fluoride

CAS: 94898-42-7

2,3,4,6-Tetra-O-benzyl-D-mannopyranosyl fluoride is a glycosylamine that has been synthesized from l-threonine. The chemical structure of this compound can be classified as a pyranose sugar with an O-methylated benzyl group at the C2 position. This sugar is synthesized by reductive cleavage of the methyl ether and subsequent reaction with sodium borohydride. The conformational analysis of the molecule was performed using molecular mechanics calculations and quantum mechanical simulations. In addition, electron paramagnetic resonance (EPR) experiments were conducted to determine the chemical shift in the 1H NMR spectrum and to identify the acceptor or donor in the molecule. Trichloroacetimidates are used as monomers for this type of synthesis because they provide good yields and can be easily prepared by reacting chloroacetic acid with chloral hydrate.

Formula: C₃₄H₃₅FO₅

Purity: Min. 95%

Color and Shape: Yellow Powder

Molecular weight: 542.64 g/mol

Ref: 3D-MT04546

2,3,4,6-Tetra-O-benzyl-D-mannopyranosyl Fluoride

Controlled Product

CAS: 94898-42-7

Stability Moisture Sensitive
Applications 2,3,4,6-Tetra-O-benzyl-D-mannopyranosyl Fluoride (cas# 94898-42-7) is a compound useful in organic synthesis.
References Hiruma, K., et al.: J. Am. Chem. Soc., 118, 9265 (1996)

Formula: C₃₄H₃₅FO₅

Color and Shape: Neat

Molecular weight: 542.64

Ref: TR-T289200