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. Author manuscript; available in PMC: 2014 Mar 5.
Published in final edited form as: J Med Chem. 2013 Apr 12;56(8):3419–3423. doi: 10.1021/jm301456c

Scheme 1.

Scheme 1

Synthesis of Biphalin Analogues 1–4a

a(1) Xaa4 = hβ3Phe; Xaa3 = Gly; Xaa2 = D-Ala; Xaa1 = Tyr; (2) Xaa4 = Phe; Xaa3 = βAla; Xaa2 = D-Ala; Xaa1 = Tyr; (3) Xaa4 = Phe; Xaa3 = Gly; Xaa2 = βAla; Xaa1 = Tyr; (4) Xaa4 = Phe; Xaa3 = Gly; Xaa2 = D-Ala; Xaa1 = hβ3Tyr.