191332-84-0

Upstream product

• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 191332-82-8 methyl 6-O-(4-methoxyphenyldiphenylmethyl)-α-D-mannopyranoside 
• 191332-83-9 methyl 2,3,4-tri-O-benzyloxycarbonyl-6-O-(4-methoxyphenyldiphenylmethyl)-α-D-mannopyranoside 

Downstream Products

• 191332-86-2 methyl 4-O-benzoyl-2,3,6-tri-O-benzyloxycarbonyl-α-D-mannopyranoside 
• 191332-85-1 methyl 2,3,6-tri-O-benzyloxycarbonyl-α-D-mannopyranoside 

Relevant academic research and scientific papers

Selective Removal of Benzyl Carbonate Used as a Protecting Group in Carbohydrate Chemistry

It has been demonstrated that benzyl carbonate protecting group is orthogonal with tert-butyldimethylsilyl and (4-methoxy)trityl ethers. Moreover, benzyl carbonates can be selectively cleaved using aminolysis conditions.

The benzyloxycarbonyl group: An alternative protective group in the mannose series

A procedure for the O-benzyloxycarbonylation at positions 2-4 in the mannose series is described. Starting from methyl 6-O-(4-methoxy)trityl-α-D-mannopyranoside, methyl 2,3,4-tri-O-benzyloxycarbonyl-6-O-(4-methoxy)trityl-α-D- mannopyranoside was obtained.

The benzyloxycarbonyl protective group: A good alternative to the benzyl protective group in the glycopyranoside and glycofuranoside series

A procedure for the O-benzyloxycarbonylation of secondary alcohols in the glucose, galactose, mannose, ribose and deoxyribose series is described. Starting from the (4-methoxy)tritylated derivatives on the primary hydroxyl group, the fully protected compounds were obtained for the first time in high yields.