1: BOC-glycine; C14H14NPol With benzotriazol-1-ol; diisopropyl-carbodiimide in N,N-dimethyl-formamide solid phase reaction; 2: With trifluoroacetic acid in dichloromethane 0.5 h; solid phase reaction; 3: BOC-glycine; 1-(tert-butoxycarbonyl)-L-proline; N-tert-butoxycarbonyl-L-leucine; boc-Ng-tosyl-L-arginine; N-tert-butoxycarbonyl-O-benzyl-L-serine; Boc-L-tyrosine(2-Br-Z)-OH; boc-Trp(CHO)-OH; Boc-pGlu-OH; N-Boc-L-His(Tos)-OH Further stages;

1: 84 percent / 1-hydroxybenzotriazol hydrate, triethylamine, DCC / dimethylformamide / 1) 2.5h, 0 deg C, 2) 17h, RT 2: 94 percent / 25percent HBr/acetic acid / 0.58 h / 30 °C 3: 83 percent / triethylamine / dioxane / 1)3h, Et3N, 2) 25h, RT, 1n HCl 4: 97 percent / 1n NaOH, H2O / dioxane / 3 h / Ambient temperature 5: 86 percent / N-methylmorpholine, isobutyl chlorocarbonate, triethylamine / dimethylformamide / 1) 1h, 0 deg C, 2) 4h, RT 6: 93 percent / N2 / palladium black / 1 h / Ambient temperature 7: 1) 6.1n HCl, isoamyl nitrite, 2) triethylamine / 1) -30deg C, THF, 30 min; 2) -45deg C, DMF, 15h between -5deg C to 0deg C View Scheme

1: 94 percent / 25percent HBr/acetic acid / 0.58 h / 30 °C 2: 83 percent / triethylamine / dioxane / 1)3h, Et3N, 2) 25h, RT, 1n HCl 3: 97 percent / 1n NaOH, H2O / dioxane / 3 h / Ambient temperature 4: 86 percent / N-methylmorpholine, isobutyl chlorocarbonate, triethylamine / dimethylformamide / 1) 1h, 0 deg C, 2) 4h, RT 5: 93 percent / N2 / palladium black / 1 h / Ambient temperature 6: 1) 6.1n HCl, isoamyl nitrite, 2) triethylamine / 1) -30deg C, THF, 30 min; 2) -45deg C, DMF, 15h between -5deg C to 0deg C View Scheme

1: 83 percent / triethylamine / dioxane / 1)3h, Et3N, 2) 25h, RT, 1n HCl 2: 97 percent / 1n NaOH, H2O / dioxane / 3 h / Ambient temperature 3: 86 percent / N-methylmorpholine, isobutyl chlorocarbonate, triethylamine / dimethylformamide / 1) 1h, 0 deg C, 2) 4h, RT 4: 93 percent / N2 / palladium black / 1 h / Ambient temperature 5: 1) 6.1n HCl, isoamyl nitrite, 2) triethylamine / 1) -30deg C, THF, 30 min; 2) -45deg C, DMF, 15h between -5deg C to 0deg C View Scheme

1: 86 percent / N-methylmorpholine, isobutyl chlorocarbonate, triethylamine / dimethylformamide / 1) 1h, 0 deg C, 2) 4h, RT 2: 93 percent / N2 / palladium black / 1 h / Ambient temperature 3: 1) 6.1n HCl, isoamyl nitrite, 2) triethylamine / 1) -30deg C, THF, 30 min; 2) -45deg C, DMF, 15h between -5deg C to 0deg C View Scheme

1: 97 percent / 1n NaOH, H2O / dioxane / 3 h / Ambient temperature 2: 86 percent / N-methylmorpholine, isobutyl chlorocarbonate, triethylamine / dimethylformamide / 1) 1h, 0 deg C, 2) 4h, RT 3: 93 percent / N2 / palladium black / 1 h / Ambient temperature 4: 1) 6.1n HCl, isoamyl nitrite, 2) triethylamine / 1) -30deg C, THF, 30 min; 2) -45deg C, DMF, 15h between -5deg C to 0deg C View Scheme

1: 1n NaOH, 1n HCl, HOBt hydrate, DCC / 1) 1h acetone, 2) -10deg C, DMF, 3) 18h to RT 2: 90 percent / 11.8n HCl / methanol 3: 82 percent / HOBt hydrate, pentachlorophenol, triethylamine / dimethylformamide / 19 h / Ambient temperature 4: 94 percent / 7n HCl / methanol / 0.08 h / Ambient temperature 5: 1) 9.2n HCl, isoamyl nitrite, 2) Et3N / 1) DMF, THF, 30 min, -47 deg C, 2) 48h, -5 deg C 6: 99percent hydrazine hydrate / 1) -20 deg C, Et3N, THF, 2) 48h to -5deg C, DMF 3) 20h to -5deg C 7: 1) 6.1n HCl, isoamyl nitrite, 2) triethylamine / 1) -30deg C, THF, 30 min; 2) -45deg C, DMF, 15h between -5deg C to 0deg C View Scheme

1: 75 percent / 1-hydroxybenzotriazol hydrate, N-methylmorpholine, DCC / tetrahydrofuran; CH2Cl2 / 1) 30 min, -5 deg C, 2) 20h, RT 2: 1n NaOH, 1n HCl, HOBt hydrate, DCC / 1) 1h acetone, 2) -10deg C, DMF, 3) 18h to RT 3: 90 percent / 11.8n HCl / methanol 4: 82 percent / HOBt hydrate, pentachlorophenol, triethylamine / dimethylformamide / 19 h / Ambient temperature 5: 94 percent / 7n HCl / methanol / 0.08 h / Ambient temperature 6: 1) 9.2n HCl, isoamyl nitrite, 2) Et3N / 1) DMF, THF, 30 min, -47 deg C, 2) 48h, -5 deg C 7: 99percent hydrazine hydrate / 1) -20 deg C, Et3N, THF, 2) 48h to -5deg C, DMF 3) 20h to -5deg C 8: 1) 6.1n HCl, isoamyl nitrite, 2) triethylamine / 1) -30deg C, THF, 30 min; 2) -45deg C, DMF, 15h between -5deg C to 0deg C View Scheme

1: 82 percent / HOBt hydrate, pentachlorophenol, triethylamine / dimethylformamide / 19 h / Ambient temperature 2: 94 percent / 7n HCl / methanol / 0.08 h / Ambient temperature 3: 1) 9.2n HCl, isoamyl nitrite, 2) Et3N / 1) DMF, THF, 30 min, -47 deg C, 2) 48h, -5 deg C 4: 99percent hydrazine hydrate / 1) -20 deg C, Et3N, THF, 2) 48h to -5deg C, DMF 3) 20h to -5deg C 5: 1) 6.1n HCl, isoamyl nitrite, 2) triethylamine / 1) -30deg C, THF, 30 min; 2) -45deg C, DMF, 15h between -5deg C to 0deg C View Scheme

1: 82 percent / HOBt hydrate, pentachlorophenol, triethylamine / dimethylformamide / 19 h / Ambient temperature 2: 94 percent / 7n HCl / methanol / 0.08 h / Ambient temperature 3: 1) 9.2n HCl, isoamyl nitrite, 2) Et3N / 1) DMF, THF, 30 min, -47 deg C, 2) 48h, -5 deg C 4: 99percent hydrazine hydrate / 1) -20 deg C, Et3N, THF, 2) 48h to -5deg C, DMF 3) 20h to -5deg C 5: 1) 6.1n HCl, isoamyl nitrite, 2) triethylamine / 1) -30deg C, THF, 30 min; 2) -45deg C, DMF, 15h between -5deg C to 0deg C View Scheme