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Topic: Glucose to penta-acetate derivative  (Read 6764 times)

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Offline chrisso80b

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Glucose to penta-acetate derivative
« on: January 11, 2012, 07:41:42 PM »
Hi, just wondering if anyone knew a link/ or could explain to me the mechanism of converting D-glucose (seen here:http://en.wikipedia.org/wiki/File:Beta-D-Glucose.svg) to the penta-acetate derivative (seen here: http://www.lcsci.com/chemicals/products/img/enlarge/PG102L.jpg)

The reagent used is Acetic anhydride and ZnCl3, im guessing the acetic anhydride is attacked by the -OH group on the glucose or something? any help appreciated!
thanks

Offline AWK

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Re: Glucose to penta-acetate derivative
« Reply #1 on: January 12, 2012, 04:32:25 AM »
ZnCl2 not ZnCl3 is a Lewis acid. This is just an esterification catalysed by the Lewis acid

http://en.wikipedia.org/wiki/Fischer%E2%80%93Speier_esterification
AWK

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