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Topic: Mechanism of DCC/NHS  (Read 15328 times)

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Offline monkey

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Mechanism of DCC/NHS
« on: December 03, 2007, 03:25:23 PM »
Can anyone please help?

I am working on a mehcanistic analysis. I am not sure of this step (see below). I know the mechanism of DCC (dicyclohexylcarbodiimide). But this step requires NHS (N-hydroxysuccinimide) to attach to the starting material. Can anyone explain this mechanism? What is this reaction and why does this step requires both DCC and NHS as reagents?



Thanks a lot in advance!
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Offline agrobert

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Re: Mechanism of DCC/NHS
« Reply #1 on: December 03, 2007, 07:26:27 PM »
The acid is activated by DCC and then NHS is coupled to the acid.
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Offline gaiety

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Re: Mechanism of DCC/NHS
« Reply #2 on: December 07, 2007, 10:25:04 AM »
Agree!DCC just like CDI,ClCCOOR and so on that make a mixed anhydride to activate the corresponding acid. Then activated acid is easier to react with nucleophiles.
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