Technology Process of *,R*)>-3-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.13,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-1-phenylethyl>amino>-3-oxopropanoic acid
There total 12 articles about *,R*)>-3-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.13,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-1-phenylethyl>amino>-3-oxopropanoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium hydroxide;
In
tetrahydrofuran;
at 0 ℃;
for 4.5h;
DOI:10.1021/jm00105a062
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 100 percent / pyridine / CH2Cl2 / 2 h / Ambient temperature
2: 89 percent / Et3N / tetrahydrofuran / 0.25 h
3: 90 percent / LiOH / H2O; dioxane / 18 h / Ambient temperature
4: 1.) 1-hydroxybenzotriazole hydrate, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, RT, 2 h, 2.) 18 h
5: 89 percent / H2 / Pearlman's catalyst / ethanol / 18 h / 25 °C / 2327.2 Torr
6: 43 percent / Et3N / ethyl acetate / 4 h / Ambient temperature
7: 69 percent / 0.1 M aq. LiOH / tetrahydrofuran / 4.5 h / 0 °C
With
pyridine; lithium hydroxide; hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide;
palladium dihydroxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/jm00105a062
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 87 percent / Et3N / tetrahydrofuran / 18 h / Ambient temperature
2: Et3N / CH2Cl2 / 18 h / Ambient temperature
3: NaN3 / dimethylformamide / 3 h / 80 °C
4: Lindlar catalyst, H2 / ethyl acetate / 6 h / 30 °C / 2327.2 Torr
5: 1.) 1-hydroxybenzotriazole hydrate, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, RT, 2 h, 2.) 18 h
6: 89 percent / H2 / Pearlman's catalyst / ethanol / 18 h / 25 °C / 2327.2 Torr
7: 43 percent / Et3N / ethyl acetate / 4 h / Ambient temperature
8: 69 percent / 0.1 M aq. LiOH / tetrahydrofuran / 4.5 h / 0 °C
With
lithium hydroxide; Lindlar's catalyst; sodium azide; hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide;
palladium dihydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00105a062