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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: devesh on May 21, 2006, 04:45:57 PM

Title: Boc group deprotection in PBr3
Post by: devesh on May 21, 2006, 04:45:57 PM

I have reacted one of my substrate having Boc with PBr3 and ended up in the cleavage. Is Boc labile in PBr3? In that case can you recommend me the suitable protecting agent for this.
Thankx in anticipation.

Title: Re: Boc group deprotection in PBr3
Post by: Dan on May 21, 2006, 05:27:40 PM

Can you give information about the substrate or the transformation you are trying to achieve? Is it possible that you are generating HBr in-situ, that would make the Boc drop off?

Title: Re: Boc group deprotection in PBr3
Post by: movies on May 22, 2006, 04:05:51 PM

If your in love with carbamates, maybe try a CBz group instead.