2-(4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)benzo[d]thiazole-6-carboxylic acid

Base Information

Chemical Name:2-(4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)benzo[d]thiazole-6-carboxylic acid
CAS No.:1383739-71-6
Molecular Formula:C₂₆H₂₃Cl₂N₃O₄S
Molecular Weight:544.458
Hs Code.:

Synonyms:2-(4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)benzo[d]thiazole-6-carboxylic acid

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Chemical Property of 2-(4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)benzo[d]thiazole-6-carboxylic acid

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Technology Process of 2-(4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)benzo[d]thiazole-6-carboxylic acid

There total 10 articles about 2-(4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)benzo[d]thiazole-6-carboxylic acid 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: 59.0%

: ethyl 2-(4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)benzo[d]thiazole-6-carboxylate

: 1383739-71-6
2-(4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)benzo[d]thiazole-6-carboxylic acid

Guidance literature:: With lithium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 48h;
DOI:10.1021/acs.jmedchem.7b00907

Reference yield:

: 946426-89-7
4-(hydroxymethyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole

: 1383739-71-6
2-(4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)benzo[d]thiazole-6-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: triphenylphosphine / dichloromethane

1.2: 1 h

2.1: potassium tert-butylate; 18-crown-6 ether / tetrahydrofuran / 1 h / Inert atmosphere

2.2: Inert atmosphere

3.1: dichloromethane / 1 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 20 h / 60 °C

5.1: lithium hydroxide / water; 1,4-dioxane / 48 h / 20 °C

With 18-crown-6 ether; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water;
DOI:10.1021/acs.jmedchem.7b00907

Reference yield:

: 946426-88-6
5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-carboxylic acid methyl ester

: 1383739-71-6
2-(4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)benzo[d]thiazole-6-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / -10 °C / Inert atmosphere

2.1: triphenylphosphine / dichloromethane

2.2: 1 h

3.1: potassium tert-butylate; 18-crown-6 ether / tetrahydrofuran / 1 h / Inert atmosphere

3.2: Inert atmosphere

4.1: dichloromethane / 1 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 20 h / 60 °C

6.1: lithium hydroxide / water; 1,4-dioxane / 48 h / 20 °C

With lithium aluminium tetrahydride; 18-crown-6 ether; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water;
DOI:10.1021/acs.jmedchem.7b00907