Technology Process of cyclo(β3-HTrp-β3-HPhe-β3-HThr(OBn)-β3-HLys(Nε-2-Cl-Z))
There total 31 articles about cyclo(β3-HTrp-β3-HPhe-β3-HThr(OBn)-β3-HLys(Nε-2-Cl-Z)) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: ClCO2Et; Et3N / tetrahydrofuran
2: diethyl ether
3: 94 percent / Et3N / CF3CO2Ag / tetrahydrofuran
6: H2O; NaOH
8: 92 percent / H2O; NaOH / dimethylformamide / 45 °C
9: 100 percent / C2H5N=C=N(CH2)3N(CH3)2*HCl; - / dimethylformamide; CH2Cl2
10: 100 percent / CF3CO2H; (CH2SH)2 / CH2Cl2
11: 48 percent / i-PrNEt2 / acetonitrile / 70 °C
With
sodium hydroxide; N,N-diethyl-N-isopropylamine; water; chloroformic acid ethyl ester; ethane-1,2-dithiol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid;
silver trifluoroacetate;
In
tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
1: Chlorination / 2: Methylation / 3: Rearrangement / 4: Boc-Deprotection reaction / 5: Acylation / 6: Hydrolysis / 7: Acylation / 8: Hydrolysis / 9: Esterification / 10: Hydrogenolysis / 11: Cyclization;
DOI:10.1002/(SICI)1521-3773(19990503)38:9<1223::AID-ANIE1223>3.0.CO;2-A
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 94 percent / Et3N / CF3CO2Ag / tetrahydrofuran
4: H2O; NaOH
6: 92 percent / H2O; NaOH / dimethylformamide / 45 °C
7: 100 percent / C2H5N=C=N(CH2)3N(CH3)2*HCl; - / dimethylformamide; CH2Cl2
8: 100 percent / CF3CO2H; (CH2SH)2 / CH2Cl2
9: 48 percent / i-PrNEt2 / acetonitrile / 70 °C
With
sodium hydroxide; N,N-diethyl-N-isopropylamine; water; ethane-1,2-dithiol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid;
silver trifluoroacetate;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
1: Rearrangement / 2: Boc-Deprotection reaction / 3: Acylation / 4: Hydrolysis / 5: Acylation / 6: Hydrolysis / 7: Esterification / 8: Hydrogenolysis / 9: Cyclization;
DOI:10.1002/(SICI)1521-3773(19990503)38:9<1223::AID-ANIE1223>3.0.CO;2-A