4 Methylphenyl 2 O benzoyl 3 4 di O benzyl 6 O fluorenylmethoxycarbonyl 1 thio alpha D mannopyranoside

4 Methylphenyl 2 O benzoyl 3 4 di O benzyl 6 O fluorenylmethoxycarbonyl 1 thio alpha D mannopyranoside

Basic Information

• CAS Number: 2341925-02-6
• Catalog Number: A23-1055
• Molecular Formula: C₄₉H₄₆O₉S
• Molecular Weight: 810.95 g/mol
• Purity: Typically ≥95% (HPLC/NMR)

Detailed Description

4 Methylphenyl 2 O benzoyl 3 4 di O benzyl 6 O fluorenylmethoxycarbonyl 1 thio alpha D mannopyranoside is a highly advanced thioglycoside derivative of D mannose designed for precision driven carbohydrate synthesis. The molecule contains a 4 methylphenyl thio group at the anomeric position which provides excellent stability and controlled activation during glycosylation reactions

The benzoyl group at the C2 position plays an important role in neighboring group participation helping to achieve high stereoselectivity during glycosidic bond formation. The benzyl groups at C3 and C4 positions provide stability and can be selectively removed allowing further structural modification

A key feature of this compound is the 6 O fluorenylmethoxycarbonyl protecting group which introduces an orthogonal protection strategy. This allows selective deprotection under mild basic conditions without affecting other protecting groups making it highly suitable for stepwise oligosaccharide synthesis

As a thioglycoside this compound can be activated using standard promoters enabling efficient formation of glycosidic linkages with good stereocontrol. It is particularly useful in the synthesis of complex mannose containing glycans

Key Features

Highly functionalized protected thiomannoside
Supports stereoselective glycosylation
Contains benzoyl benzyl and Fmoc protection strategy
Suitable for orthogonal synthesis approaches
Stable and reliable glycosyl donor

Applications

Used in oligosaccharide and polysaccharide synthesis
Suitable for glycoconjugate and glycoprotein research
Applied in carbohydrate based drug development
Useful in advanced glycochemistry and medicinal research

Storage and Handling

Store at 0 to minus 20 degree Celsius
Keep in a dry and moisture free environment
Protect from light and air exposure