(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

Base Information

Chemical Name:(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
CAS No.:914259-50-0
Molecular Formula:C₅₁H₅₆N₄O₉S
Molecular Weight:901.093
Hs Code.:

(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

Synonyms:(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

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Chemical Property 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

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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. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 110-91-8,99108-56-2
morpholine

: 914259-49-7
(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

: 914259-50-0
(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

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;

Reference yield:

: 337904-92-4
5-[(tert-butoxycarbonyl)amino]nicotinic acid

: 914259-50-0
(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

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;

Reference yield:

: 914261-15-7
C-{9-[4-(tert-butyl-dimethyl-silanyloxy)-butyl]-9H-xanthen-9-yl}-methylamine

: 914259-50-0
(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

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;