Questions tagged [protecting-groups]

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Synthesis of tripeptide using Merrifield peptide synthesis procedure - Inclusion of asparagine

I am supposed to synthesize tripeptide, $\mathrm{Ala-Asn-Phe}$, using Merrifield peptide synthesis procedure. Accordingly, I have done followings: Attached protected $\mathrm{Phe}$ as the first ...
3
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0answers
97 views

How can the ketone in a β-ketoester be protected during hydride reduction?

I am supposed to find what X is. I know that $\ce{LiAlH_4}$ will convert all carbonyl groups to alcohols, and the ester group is being reduced. The only way of ending up with a ketone that I can think ...
1
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0answers
48 views

Charactaristics of Certain Hydroxyl Protecting Groups

I have been reading through Philip J. Kocienski's book Protecting Groups to try to better understand some of the characteristics of hydroxy protecting groups. I am looking to understand the ...
0
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49 views

Hydroxy Protecting Groups that are not Cleaved Under Acidic Conditions

I am currently designing a synthesis requiring the use of hydroxy protecting groups. The problem I am having is that the protecting group must be able to survive highly acidic conditions. I would have ...
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114 views

t-Boc protection of amide (urea)

I'm trying to prepare protected urea and I'd like to protect it with some alkali stable PG. Is it possible to protect urea with t-Boc? Or is there another way to get boc-protected urea?
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1answer
111 views

Wittig reaction with an alkyl dibromide

Recently, I have come across a problem, in which a ketone needs to be converted into an alkene. However, in the alkene product, there is also another bromide functional group, at the end of the alkyl ...