356060-83-8

Upstream product

• 13154-24-0 triisopropylsilyl chloride 
• 1824-94-8 methyl beta-D-galactopyranoside 

Downstream Products

• 34820-01-4 methyl 2,3,6-tri-O-benzoyl-β-D-galactopyranoside 
• 53182-61-9 methyl 2,3,4-tri-O-benzoyl-β-D-galactopyranoside 
• 92516-62-6 methyl 6-azido-2,3,4-tri-O-benzoyl-6-deoxy-β-D-galactopyranoside 
• 10424-70-1 Methyl-2,3,6-Tri-O-benzoyl-4-O-methansulfonyl-β-D-galactosid 

Relevant academic research and scientific papers

A mild and efficient approach for the regioselective silyl-mediated protection-deprotection of C-4 hydroxyl group on carbohydrates

A regioselective route is reported, which makes the free 4-OH group of hexopyranoses and derivatives easily and rapidly available. This protocol shows high efficiency on intermediates, such as 1a, which contain a TIPS protective group at C-6 and necessarily a benzoyl group at C-4. Treatment of 1a with TBAF cleaves the TIPS protecting group and gives rise to an intramolecular migration of the benzoyl group at C-4 to the less crowded C-6 position.