cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol

Base Information

Chemical Name:cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol
CAS No.:1432050-49-1
Molecular Formula:C₁₈H₁₈F₃NO₂
Molecular Weight:337.342
Hs Code.:

Synonyms:cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol

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Chemical Property of cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol

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Technology Process of cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol

There total 11 articles about cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol 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: 49.2%

: 1432049-38-1
3-[(S)-hydroxy(pyridin-2-yl)methyl]-3-[4-(trifluoromethyl)phenyl]-cyclobutanone

: 917-54-4
methyllithium

: 1432050-49-1
cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol

: 1432050-50-4
trans-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol

Guidance literature:: In tetrahydrofuran; diethyl ether; at 20 ℃; Cooling with acetone-dry ice;

Reference yield:

: 20249-16-5
3-oxo-cyclobutanecarbonitrile

: 1432050-49-1
cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol

: 1432050-50-4
trans-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: toluene-4-sulfonic acid / toluene / 2 h / 20 °C / Reflux

2.1: potassium hexamethylsilazane / toluene / 24 h / 60 °C

3.1: n-butyllithium / hexane; diethyl ether / 0.75 h / -70 °C

3.2: 2.5 h / -70 - 20 °C

4.1: methanol; sodium tetrahydroborate / dichloromethane / 2.5 h / 20 °C

5.1: hydrogenchloride / water; acetone / 20 °C

6.1: Chiralpak AD column / Resolution of racemate

7.1: diethyl ether; tetrahydrofuran / 20 °C / Cooling with acetone-dry ice

With hydrogenchloride; methanol; sodium tetrahydroborate; n-butyllithium; potassium hexamethylsilazane; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; acetone; toluene;

Reference yield:

: 15760-35-7
3-methylenecyclobutanecarbonitrile

: 1432050-49-1
cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol

: 1432050-50-4
trans-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethyl)-phenyl]cyclobutanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: ruthenium(III) trichloride hydrate; sodium periodate / water; dichloromethane; acetonitrile / 0.17 h / 5 - 20 °C

2.1: toluene-4-sulfonic acid / toluene / 2 h / 20 °C / Reflux

3.1: potassium hexamethylsilazane / toluene / 24 h / 60 °C

4.1: n-butyllithium / hexane; diethyl ether / 0.75 h / -70 °C

4.2: 2.5 h / -70 - 20 °C

5.1: methanol; sodium tetrahydroborate / dichloromethane / 2.5 h / 20 °C

6.1: hydrogenchloride / water; acetone / 20 °C

7.1: Chiralpak AD column / Resolution of racemate

8.1: diethyl ether; tetrahydrofuran / 20 °C / Cooling with acetone-dry ice

With hydrogenchloride; methanol; sodium tetrahydroborate; sodium periodate; n-butyllithium; ruthenium(III) trichloride hydrate; potassium hexamethylsilazane; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; acetone; toluene; acetonitrile;