3,5-dichloro-4-((S)-2-(3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl)-2-(((S)-3-((3-(dimethylcarbamoyl)-phenyl)sulfonyl)thiazolidine-2-carbonyl)oxy)ethyl)pyridine 1-oxide

Base Information

Chemical Name:3,5-dichloro-4-((S)-2-(3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl)-2-(((S)-3-((3-(dimethylcarbamoyl)-phenyl)sulfonyl)thiazolidine-2-carbonyl)oxy)ethyl)pyridine 1-oxide
CAS No.:1416000-96-8
Molecular Formula:C₃₂H₃₃Cl₂F₂N₃O₈S₂
Molecular Weight:760.664
Hs Code.:

3,5-dichloro-4-((S)-2-(3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl)-2-(((S)-3-((3-(dimethylcarbamoyl)-phenyl)sulfonyl)thiazolidine-2-carbonyl)oxy)ethyl)pyridine 1-oxide

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Chemical Property of 3,5-dichloro-4-((S)-2-(3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl)-2-(((S)-3-((3-(dimethylcarbamoyl)-phenyl)sulfonyl)thiazolidine-2-carbonyl)oxy)ethyl)pyridine 1-oxide

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Technology Process of 3,5-dichloro-4-((S)-2-(3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl)-2-(((S)-3-((3-(dimethylcarbamoyl)-phenyl)sulfonyl)thiazolidine-2-carbonyl)oxy)ethyl)pyridine 1-oxide

There total 7 articles about 3,5-dichloro-4-((S)-2-(3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl)-2-(((S)-3-((3-(dimethylcarbamoyl)-phenyl)sulfonyl)thiazolidine-2-carbonyl)oxy)ethyl)pyridine 1-oxide 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: 37.0%

: 3,5-dichloro-4-((S)-2-(3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl)-2-(((S)-thiazolidine-2-carbonyl)oxy)ethyl)pyridine 1-oxide hydrochloride

: 396733-71-4
3-[(dimethylamino)carbonyl]benzenesulfonyl chloride

: 1416000-96-8
3,5-dichloro-4-((S)-2-(3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl)-2-(((S)-3-((3-(dimethylcarbamoyl)-phenyl)sulfonyl)thiazolidine-2-carbonyl)oxy)ethyl)pyridine 1-oxide

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/acs.jmedchem.7b01044

Reference yield:

: 1416001-94-9
4-((S)-2-((S)-2-acetoxy-2-phenylacetoxy)-2-(4-(difluoromethoxy)-3-hydroxyphenyl)ethyl)-3,5-dichloropyridine 1-oxide

: 1416000-96-8
3,5-dichloro-4-((S)-2-(3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl)-2-(((S)-3-((3-(dimethylcarbamoyl)-phenyl)sulfonyl)thiazolidine-2-carbonyl)oxy)ethyl)pyridine 1-oxide

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / acetonitrile / 18 h / 20 °C

2: sodium hydrogencarbonate / dichloromethane; water; methanol / 2 h / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 3 h / 20 °C

4: hydrogenchloride / ethyl acetate / 3 h / 0 - 20 °C

5: pyridine / dichloromethane / 18 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium hydrogencarbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/acs.jmedchem.7b01044

Reference yield:

: 1415994-35-2
(S)-3,5-dichloro-4-(2-(3-(cyclopentyloxy)-4-(difluoromethoxy)-phenyl)-2-hydroxyethyl)-pyridine 1-oxide

: 1416000-96-8
3,5-dichloro-4-((S)-2-(3-(cyclopentyloxy)-4-(difluoromethoxy)phenyl)-2-(((S)-3-((3-(dimethylcarbamoyl)-phenyl)sulfonyl)thiazolidine-2-carbonyl)oxy)ethyl)pyridine 1-oxide

Guidance literature:: Multi-step reaction with 3 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 3 h / 20 °C

2: hydrogenchloride / ethyl acetate / 3 h / 0 - 20 °C

3: pyridine / dichloromethane / 18 h / 20 °C

With pyridine; hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; ethyl acetate;
DOI:10.1021/acs.jmedchem.7b01044