ORGANIC CHEMISTRY-W/ACCESS >CUSTOM<
ORGANIC CHEMISTRY-W/ACCESS >CUSTOM<
10th Edition
ISBN: 9781260028362
Author: Carey
Publisher: MCG CUSTOM
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Chapter 26, Problem 38P
Interpretation Introduction

Interpretation:

The product(s) of each of the given reactions are to be determined.

Concept Introduction:

1-fluoro-2,4-dinitrobenzene is used to protect the anime group of an amino acid.

Hydrolysis of a peptide with a 1-fluoro-2,4-dinitrobenzene protected N terminus results in hydrolysis of amide bonds in the peptide.

Treatment of a peptide with phenyl isothiocyanate protects the N terminus of the chain. Subsequent treatment with a strong acid in anhydrous conditions cleaves only the amide bond between the protected amino acid residue and the rest of the peptide chain.

Benzyloxycarbonyl chloride is used to protect the amine group of an amino acid.

N,N'-dicyclohexylcarbodiimide is used as a dehydrating agent in peptide and ester formation reactions.

Hydrogenolysis with hydrogen over palladium is used for deprotection of N terminus.

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