(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[4-(1-hydroxymethyl)phenyl]ethyl}pyridine

Base Information

Chemical Name:(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[4-(1-hydroxymethyl)phenyl]ethyl}pyridine
CAS No.:552287-71-5
Molecular Formula:C₂₅H₂₅F₂NO₃
Molecular Weight:425.475
Hs Code.:

Synonyms:(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[4-(1-hydroxymethyl)phenyl]ethyl}pyridine

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Chemical Property of (+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[4-(1-hydroxymethyl)phenyl]ethyl}pyridine

Chemical Property:

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Technology Process of (+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[4-(1-hydroxymethyl)phenyl]ethyl}pyridine

There total 6 articles about (+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[4-(1-hydroxymethyl)phenyl]ethyl}pyridine 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-[4-(tert-butyl-diphenyl-silanyloxymethyl)-phenyl]-3-(3-cyclobutoxy-4-difluoromethoxy-phenyl)-2-pyridin-4-yl-propionic acid ethyl ester

: 552287-71-5
(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[4-(1-hydroxymethyl)phenyl]ethyl}pyridine

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; at 70 ℃; for 4h;
DOI:10.1021/jm0204542

Reference yield:

: 54401-85-3
pyridin-4-yl-acetic acid ethyl ester

: 552287-71-5
(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[4-(1-hydroxymethyl)phenyl]ethyl}pyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide; toluene / 0.33 h / 20 °C

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

2.1: 1.80 g / aq. LiOH / tetrahydrofuran; methanol / 4 h / 70 °C

With lithium hydroxide; potassium hexamethylsilazane; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene;
DOI:10.1021/jm0204542

Reference yield:

: 133776-42-8
4-bromo-2-(tert-butyldiphenylsilyloxymethyl)benzene

: 552287-71-5
(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[4-(1-hydroxymethyl)phenyl]ethyl}pyridine

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 62 percent / tetrahydrofuran; hexane / 2.5 h

2.1: SOCl₂; pyridine / toluene / 0.42 h / 20 °C

3.1: KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide; toluene / 0.33 h / 20 °C

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

4.1: 1.80 g / aq. LiOH / tetrahydrofuran; methanol / 4 h / 70 °C

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