4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-(1-methyl-1-[(2-trimethylsilylethoxy)methoxy]ethyl)thiazolyl)]ethyl}pyridine N-oxide

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Chemical Name:4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-(1-methyl-1-[(2-trimethylsilylethoxy)methoxy]ethyl)thiazolyl)]ethyl}pyridine N-oxide
CAS No.:362719-46-8
Molecular Formula:C₃₀H₄₀F₂N₂O₅SSi
Molecular Weight:606.806
Hs Code.:

Synonyms:4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-(1-methyl-1-[(2-trimethylsilylethoxy)methoxy]ethyl)thiazolyl)]ethyl}pyridine N-oxide

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Chemical Property of 4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-(1-methyl-1-[(2-trimethylsilylethoxy)methoxy]ethyl)thiazolyl)]ethyl}pyridine N-oxide

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Technology Process of 4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-(1-methyl-1-[(2-trimethylsilylethoxy)methoxy]ethyl)thiazolyl)]ethyl}pyridine N-oxide

There total 5 articles about 4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-(1-methyl-1-[(2-trimethylsilylethoxy)methoxy]ethyl)thiazolyl)]ethyl}pyridine N-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:

: 3-(3-cyclobutoxy-4-difluoromethoxy-phenyl)-3-{2-[1-methyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-thiazol-5-yl}-2-pyridin-4-yl-propionic acid ethyl ester

: 362719-46-8
4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-(1-methyl-1-[(2-trimethylsilylethoxy)methoxy]ethyl)thiazolyl)]ethyl}pyridine N-oxide

Guidance literature:: 3-(3-cyclobutoxy-4-difluoromethoxy-phenyl)-3-{2-[1-methyl-1-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-thiazol-5-yl}-2-pyridin-4-yl-propionic acid ethyl ester; With lithium hydroxide; In tetrahydrofuran; methanol; at 60 ℃; for 2h;

chiral HPLC;

In methanol; dichloromethane; at 20 ℃; for 22h;
DOI:10.1021/jm0204542

Reference yield:

: 16077-78-4
2-(1,3-thiazol-2-yl)propan-2-ol

: 362719-46-8
4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-(1-methyl-1-[(2-trimethylsilylethoxy)methoxy]ethyl)thiazolyl)]ethyl}pyridine N-oxide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 3.28 g / diisopropylethylamine / CH₂Cl₂ / 22 h

2.1: n-BuLi / diethyl ether; hexane / 0.5 h / -78 °C

2.2: 72 percent / diethyl ether; hexane / 0.75 h

3.1: SOCl₂; pyridine / toluene / 1 h / 20 °C

4.1: KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide; toluene / 0.5 h

4.2: tetrahydrofuran; hexamethylphosphoric acid triamide; toluene / 15 h / 20 °C

5.1: aq. LiOH / tetrahydrofuran; methanol / 2 h / 60 °C

5.2: chiral HPLC

5.3: 713 mg / MMPP / CH₂Cl₂; methanol / 22 h / 20 °C

With pyridine; lithium hydroxide; n-butyllithium; thionyl chloride; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/jm0204542

Reference yield:

: 362718-78-3
2-(1-methyl-1-{[2-(trimethylsilyl)ethoxy]methoxy}ethyl)thiazole

: 362719-46-8
4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-(1-methyl-1-[(2-trimethylsilylethoxy)methoxy]ethyl)thiazolyl)]ethyl}pyridine N-oxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / diethyl ether; hexane / 0.5 h / -78 °C

1.2: 72 percent / diethyl ether; hexane / 0.75 h

2.1: SOCl₂; pyridine / toluene / 1 h / 20 °C

3.1: KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide; toluene / 0.5 h

3.2: tetrahydrofuran; hexamethylphosphoric acid triamide; toluene / 15 h / 20 °C

4.1: aq. LiOH / tetrahydrofuran; methanol / 2 h / 60 °C

4.2: chiral HPLC

4.3: 713 mg / MMPP / CH₂Cl₂; methanol / 22 h / 20 °C

With pyridine; lithium hydroxide; n-butyllithium; thionyl chloride; potassium hexamethylsilazane; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; toluene;
DOI:10.1021/jm0204542