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Topic: pKa of Hydroxyl on anomeric carbon of glucose?  (Read 2319 times)

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Offline Nescafe

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pKa of Hydroxyl on anomeric carbon of glucose?
« 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.

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