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Topic: Tertiary amides with TFA mechanism  (Read 2976 times)

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Offline Makush

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Tertiary amides with TFA mechanism
« on: August 29, 2011, 10:35:12 PM »
Hi! I'm an undergruated student and i need to do the mechanism of a trityl protected amide, that is cleaved with TFA (trifluoroacetic acid),followed by the addition of triisopropylsilane.

This is what i have:


RCONHTr ---> RCONH2 + TrH + Ipr3SiOCOF3


TrNH2 means Triphenylmethylamine (or tritylamine)


Please heelp mee!

thanks



Offline Honclbrif

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Re: Tertiary amides with TFA mechanism
« Reply #1 on: August 30, 2011, 01:46:53 AM »
So what's your question?
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Offline discodermolide

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Re: Tertiary amides with TFA mechanism
« Reply #2 on: August 30, 2011, 02:33:39 AM »
TrNH2 does not appear anywhere, and by the way is not triphenylmethylamine!
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Offline Makush

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Re: Tertiary amides with TFA mechanism
« Reply #3 on: September 09, 2011, 02:56:31 PM »
my question is..how's the mechanism? does the TFA attacks the carbonyl group or the anime?

And im telling you TrNH2 is triphenylmethylamine (or tritylamine, TrNH2) (just see this http://www.arkat-usa.org/get-file/29812/)


Offline discodermolide

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Re: Tertiary amides with TFA mechanism
« Reply #4 on: September 09, 2011, 03:16:26 PM »
my question is..how's the mechanism? does the TFA attacks the carbonyl group or the anime?

And im telling you TrNH2 is triphenylmethylamine (or tritylamine, TrNH2) (just see this http://www.arkat-usa.org/get-file/29812/)


I repeat TrNH2 does not appear anywhere in your reaction equation!
Development Chemists do it on Scale, Research Chemists just do it!
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