ChemInform Abstract: T3P® (Propylphosphonic Anhydride) Mediated Conversion of Carboxylic Acids into Acid Azides and One‐Pot Synthesis of Ureidopeptides.

The method is high-yielding and ecofriendly

T3P® (propylphosphonic anhydride) Mediated Conversion of Carboxylic Acids into Acid Azides and one-pot Synthesis of Ureidopeptides

A general, mild, efficient, and environmentally benign protocol, which makes use of T3P® as an acid activating agent for the direct synthesis of acid azides from carboxylic acids is described. Further, the protocol is employed for the one-pot synthesis of α-ureidopeptides starting from N-protected α-amino acids

Amino Acid Fluorides: Viable Tools for Synthesis of Peptides, Peptidomimetics and Enantiopure Heterocycles

This review provides a broad perspective of the uses of amino acid fluorides in the synthesis of peptides and a wide range of other molecules. The topic is discussed with reference to the preparation of N-protected amino acid fluorides, their reactivity, coupling and their synthetic applications. The merits of the use of amino acid fluorides as coupling agents for making difficult peptides and in combating the problem of stereomutation, as well as their successful use in solid phase peptide synthesis, are reported with examples. Recent developments in the application of amino acid fluorides for making amino acid derivatives, peptide conjugates, peptide mimics and heterocycles are also reviewed

Synthesis of N-Urethane Protected Amino Alkyl (S-methyl)-Isothiouronium Compounds and Carbodiimide Tethered Peptidomimetics: An Application for Guanidino and Substituted Guanidino Peptidomimetics Synthesis

The synthesis of N,N′-disubstituted and N,N′,N′′-trisubstituted guanidine linked peptidomimetic molecules suitably decorated in the peptide backbone has been delineated. Nα-Protected amino acid derived S-methyl isothiouronium derivatives are employed as the key intermediates for the synthesis of guanidinopeptide mimics. Synthesis of a new class of carbodiimide tethered dipeptidomimetics has also been outlined wherein a Staudinger-aza-Wittig type reaction between amino alkyl azide and isothiocyanato esters is employed. Thus obtained carbodiimides have been demonstrated as starting materials for the construction of guanidino peptide mimics as well as an array of trisubstituted guanidine mimetics bearing N-hydroxy, cyano and amino function as third substitutions at the guanidino unit in the backbone