Technology Process of (2E,4S)-4-({(3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-5-[(2S,4R,5S)-4-methyl-2-phenyl-5-vinyl-1,3-dioxolan-4-yl]pentanoyl}amino)-3-methylhepta-2,6-dien-1-yl benzoate
There total 7 articles about (2E,4S)-4-({(3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-5-[(2S,4R,5S)-4-methyl-2-phenyl-5-vinyl-1,3-dioxolan-4-yl]pentanoyl}amino)-3-methylhepta-2,6-dien-1-yl benzoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 17.5h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: water / camphor-10-sulfonic acid / methanol / 4 h / 20 °C
2.1: Dess-Martin periodane / dichloromethane / 3.5 h / 20 °C
3.1: sodium hydride / tetrahydrofuran / 0.33 h / 0 °C
3.2: 2.17 h / 0 - 20 °C
4.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -78 °C
4.2: 1 h / -78 °C
4.3: 1 h / 20 °C
5.1: pyridine; dmap / dichloromethane / 8.5 h / 20 °C
6.1: hydrogenchloride / ethyl acetate / 0.67 h / 0 °C
7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 17.5 h / 20 °C
With
pyridine; hydrogenchloride; dmap; boron trifluoride diethyl etherate; water; sodium hydride; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
camphor-10-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: pyridine; dmap / dichloromethane / 5 h / 20 °C
2.1: sodium formate; triethylamine / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 8 h / 65 °C
3.1: water / camphor-10-sulfonic acid / methanol / 4 h / 20 °C
4.1: Dess-Martin periodane / dichloromethane / 3.5 h / 20 °C
5.1: sodium hydride / tetrahydrofuran / 0.33 h / 0 °C
5.2: 2.17 h / 0 - 20 °C
6.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -78 °C
6.2: 1 h / -78 °C
6.3: 1 h / 20 °C
7.1: pyridine; dmap / dichloromethane / 8.5 h / 20 °C
8.1: hydrogenchloride / ethyl acetate / 0.67 h / 0 °C
9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 17.5 h / 20 °C
With
pyridine; hydrogenchloride; dmap; boron trifluoride diethyl etherate; water; sodium formate; sodium hydride; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
tetrakis(triphenylphosphine) palladium(0); camphor-10-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;