Selective deprotection of trityl group on carbohydrate by microflow reaction inhibiting migration of acetyl group

ABSTRACT

The trityl group is an important and useful protecting group for primary hydroxy groups on carbohydrates. However, during deprotection, neighboring acetyl groups can easily migrate to the deprotected hydroxy groups. Hence, deprotection of trityl groups was optimized using a microreactor with regard to flow rate, reagent concentration, reaction time, and substrate concentration. The optimized microflow reaction conditions inhibited migration and could be applied to large-scale reactions and other substrates.

GRAPHICAL ABSTRACT

KEYWORDS:

• Carbohydrate
• deprotection
• microreactor
• reaction optimization
• trityl group