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Reagents and conditions: (i) HBTU, Et3N, CH2Cl2, 2-aminoadamantane·HCl, RT, 16 h (12e); (ii) SOCl2, toluene, reflux, 3 h; (iii) NaOH, THF, 12f, RT, 16 h; (iv) HBTU, Et3N, CH2Cl2, amino acid ester 12d, RT, 16 h; (v) TFA, CH2Cl2, RT, 16 h; (vi) HBTU, Et3N, CH2Cl2, amino acid ester 12a–c, RT, 16 h; (vii) LiOH, dioxane, RT, 16 h.
