ChemInform Abstract: Renin Substrates. Part 2. Rapid Solid Phase Synthesis of the Ratine Sequence Tetradecapeptide Using BOP Reagent

A successful synthesis of Asp1-Arg2-Val3-Tyr4-IIe5-His6-Pro7-Phe6-His9-Leu10-Leu11-Tyr12-Tyr13-Ser14 has been achieved by the classical stepwise solid-phase method using 1% crosslinked Merrifield resin and benzotriazolyloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP reagent) respectively as solid support and coupling reagent. The coupling protocol included in situ neutralization of the amino partners after Boc-deprotection and the coupling times seldom exceeded 30 min. For His6 and His9, Boc-His(Boc). DCHA was neutralized in situ and allowed to couple. The peptide, purified by reparative h.p.l.c., was obtained in 29% overall yield based on the first residue attached to the solid support.