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Chemistry Forums for Students => Organic Chemistry Forum => Organic Chemistry Forum for Graduate Students and Professionals => Topic started by: Nescafe on June 23, 2013, 12:16:34 AM

Title: pKa of Hydroxyl on anomeric carbon of glucose?
Post by: Nescafe on June 23, 2013, 12:16:34 AM

Hi,

Basically my question is the subject of this topic. I am guessing it is around 12-15 like an aliphatic alcohol? Also, if lets say all the hydroxyls are protected except the anomeric carbon and I use a base such as potassium tert butoxide to deprotonate the anomeric hydroxyl and prepare it for an attack, starting with alpha-D-glucose, would I have to worry about mutarotation? basically alpha converting to beta?

Thanks in advance!
Nescafe.