BocPro-Phe-Phe-PheNHNH2 → BocPro-Phe-Phe-Gly-Leu-NleNH2

Participants

Reaction Steps

Condensation of BocPro-Phe-Phe-PheNHNH2 (Example 1, 1.09 g.) and HGly-Leu-NleNH2 (0.70 g.) by the acyl azide method (Yajima et al., Chem. Pharm. Bull., vol. 19, p. 1900, 1971) gave BocPro-Phe-Phe-Gly-Leu-NleNH2 in 69% yield. De-t-butoxycarbonylation of BocPro-Phe-Phe-Gly-Leu-NleNH2 (1.0 g.) using hydrogen chloride in acetic acid gave HPro-Phe-Phe-Gly-Leu-NleNH2, which was isolated as the amorphous white solid phosphate (1:1) salt sesquihydrate in 65% yield.

Provenance & Evidence