Technology Process of (S)-(2-{3-[((3S,18S)-3-Cyclohexyl-2,5-dioxo-12-oxa-1,4-diaza-tricyclo[11.5.3.016,20]henicosa-13(21),14,16(20)-triene-18-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid tert-butyl ester
There total 16 articles about (S)-(2-{3-[((3S,18S)-3-Cyclohexyl-2,5-dioxo-12-oxa-1,4-diaza-tricyclo[11.5.3.016,20]henicosa-13(21),14,16(20)-triene-18-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Dess-Martin periodane;
In
dichloromethane;
at 20 ℃;
for 4h;
DOI:10.1021/jm050520a
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 66 percent / H2; acetic acid / Pd/C / 20 h / 20 °C / 3051.17 Torr
2.1: aq. NaOH / dioxane / 0.17 h / 0 °C
2.2: 89 percent / dioxane; H2O / 1 h / 0 - 20 °C
3.1: 95 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide; CH2Cl2 / -20 °C
4.1: 98 percent / H2 / Pd/C / ethanol / 3 h / 20 °C
5.1: 80 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide; CH2Cl2 / -20 °C
6.1: 100 percent / HCl / dioxane; ethyl acetate / 0.25 h / 20 °C
7.1: 80 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide; CH2Cl2 / -20 °C
8.1: 88 percent / Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; sodium hydroxide; hydrogen; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one;
palladium on activated charcoal;
In
1,4-dioxane; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
8.1: Dess-Martin periodinane oxidation;
DOI:10.1021/jm050520a
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 95 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide; CH2Cl2 / -20 °C
2: 98 percent / H2 / Pd/C / ethanol / 3 h / 20 °C
3: 80 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide; CH2Cl2 / -20 °C
4: 100 percent / HCl / dioxane; ethyl acetate / 0.25 h / 20 °C
5: 80 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide; CH2Cl2 / -20 °C
6: 88 percent / Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; hydrogen; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one;
palladium on activated charcoal;
In
1,4-dioxane; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
6: Dess-Martin periodinane oxidation;
DOI:10.1021/jm050520a