膦酰肽和膦酰酯肽的汇聚式合成

本文首先介绍了膦酰肽的分类、结构特征以及膦酰肽的主要合成方法,然后详细介绍了类Mannich反应在合成氨基膦酸衍生物中的应用,并介绍了以类Mannich反应为关键步骤通过汇聚式的方法合成膦酰肽、膦酰酯肽、次膦酰肽、次膦酰酯肽、磺酰膦酰杂交肽的研究进展.汇聚式的合成方法具有原料简单、合成步骤少、原子经济性好等优点.     

SULFENAMIDES AND SULFINAMIDES II1 INTERCHANGE REACTIONS OF AROMATIC SULFENAMIDES

Abstract

A study has been made of photocatalyzed interchange reactions of aromatic sulfenamides. The significance of the results in relation to the relative ease of S[sbnd]N and S[sbnd]S bond fission is discussed, together with possible mechanisms of interchange. Relevance to industrial processes is noted.     

Synthetic Methods of Phosphonopeptides

Phosphonopeptides are phosphorus analogues of peptides and have been widely applied as enzyme inhibitors and antigens to induce catalytic antibodies. Phosphonopeptides generally contain one aminoalkylphosphonic acid residue and include phosphonopeptides with C-terminal aminoalkylphosphonic acids and phosphonopeptides with a phosphonamidate bond. The phosphonamidate bond in the phosphonopeptides is generally formed via phosphonylation with phosphonochloridates, condensation with coupling reagents and enzymes, and phosphinylation followed by oxidation. Pseudo four-component condensation reaction of amides, aldehydes, alkyl dichlorophosphites, and amino/peptide esters is an alternative, convergent, and efficient strategy for synthesis of phosphonopeptides through simultaneous construction of aminoalkylphosphonic acids and formation of the phosphonamidate bond. This review focuses on the synthetic methods of phosphonopeptides containing a phosphonamidate bond.     

Synthesis of an Enkephalin Analogue Containing an α,α-Disubstituted Heterocyclic Aminophosphonic Acid

Abstract

Synthesis of a phosphonopentapeptide enkephalin analogue was achieved from heterocyclic aminophosphonates via the coupling of Boc-Tyr-Gly-Gly-OH with phosphonodipeptide. The latter was formed by coupling Boc-Phe-OH with N-terminal α,α-disubstituted heterocyclic α-aminophosphonates.

GRAPHICAL ABSTRACT