Technology Process of (3R,5S)-3-(3,4-dimethoxy-benzenesulfonylamino)-5-{[9-(4-morpholin-4-yl-butyl)-9H-xanthen-9-ylmethyl]-carbamoyl}-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester
There total 8 articles about (3R,5S)-3-(3,4-dimethoxy-benzenesulfonylamino)-5-{[9-(4-morpholin-4-yl-butyl)-9H-xanthen-9-ylmethyl]-carbamoyl}-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
morpholine; (3R,5S)-3-(3,4-dimethoxy-benzenesulfonylamino)-5-{[9-(4-oxo-butyl)-9H-xanthen-9-ylmethyl]-carbamoyl}-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester;
With
acetic acid;
In
dichloromethane;
at 0 - 20 ℃;
With
sodium tris(acetoxy)borohydride;
In
dichloromethane;
at 20 ℃;
for 0.833333h;
With
sodium hydrogencarbonate;
In
dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: ammonia; hydrogen / nishimura’s catalyst / water / 90 h / 20 °C
2.1: sodium hydrogencarbonate / tetrahydrofuran; water / 22 h / 20 °C
2.2: pH 6
3.1: Resolution of racemate
4.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C
4.2: 2 h / 20 °C
5.1: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / 0 - 20 °C
6.1: dmap / dichloromethane / 1 h / 20 °C
7.1: hydrogenchloride / 1,4-dioxane; water / 3 h / 20 °C
8.1: Dess-Martin periodane / dichloromethane / 0.5 - 1.5 h / 20 °C
9.1: acetic acid / dichloromethane / 0 - 20 °C
9.2: 0.83 h / 20 °C
With
2,6-dimethylpyridine; hydrogenchloride; dmap; 1-hydroxy-7-aza-benzotriazole; trimethylsilyl trifluoromethanesulfonate; ammonia; hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
nishimura’s catalyst;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C
1.2: 2 h / 20 °C
2.1: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / 0 - 20 °C
3.1: dmap / dichloromethane / 1 h / 20 °C
4.1: hydrogenchloride / 1,4-dioxane; water / 3 h / 20 °C
5.1: Dess-Martin periodane / dichloromethane / 0.5 - 1.5 h / 20 °C
6.1: acetic acid / dichloromethane / 0 - 20 °C
6.2: 0.83 h / 20 °C
With
2,6-dimethylpyridine; hydrogenchloride; dmap; 1-hydroxy-7-aza-benzotriazole; trimethylsilyl trifluoromethanesulfonate; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;