Today we'll go deeper on how to synthesize the most important amides of all - peptides - with an important contribution from protecting group chemistry. Peptide Bond Formation A "peptide bond" is an amide linkage (see Amides: Properties. Synthesis, and Nomenclature) that connects two amino acids, … [Read more...]
Amides: Properties, Synthesis, and Nomenclature
In this post, we'll try to provide a broad overview of amides. We'll provide a brief overview of amide nomenclature, two important properties of amides that differ greatly from amines, and go over three key strategies for amide synthesis. 1. Nomenclature of Amides "Amides" are what we call an … [Read more...]
Reagent Friday: Sodium Amide (NaNH2)
In a blatant plug for the Reagent Guide, each Friday I profile a different reagent that is commonly encountered in Org 1/ Org 2. Version 1.2 just got released this week, with a host of corrections and a new page index. Note: there should also be another exciting announcement about the Reagent … [Read more...]
Simplifying the reactions of carboxylic acid derivatives (part 1)
I've had a fair number of emails over the past week or two from students who say that they are having a hard time keeping track of all the reactions of carboxylic acids and their derivatives. It can get pretty overwhelming, this is true. Today we'll talk about the simple principle that lies … [Read more...]