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. Author manuscript; available in PMC: 2017 Nov 16.
Published in final edited form as: Eur J Med Chem. 2010 Jul 21;45(10):4594–4600. doi: 10.1016/j.ejmech.2010.07.022

Scheme 1.

Scheme 1

Synthesis of pseudopeptides 6af and 7a,b. Reagents: (i) for 2a,b: Phe–OMe.HCl, EDC, HOBt, TEA, DCM; for 2cf: Phe–OMe.HCl, TEA, DCM; (ii) a: H2, Pd/C, MeOH, TFA; b: Boc–Tyr–OH, EDC, HOBt, TEA, DCM; (iii) a: 1 M NaOH, MeOH; b: Phe-NH2HCl, EDC, HOBt, TEA, DCM; (iv) a: 1 M NaOH, MeOH; b: Pro-NH2HCl, EDC, HOBt, TEA, DCM; (v) TFA/H2O 95:5. Structures of Xaa residues are reported in Fig. 1.