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

Base Information

Chemical Name:cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethoxy)-phenyl]cyclobutanol hydrochloride
CAS No.:1432048-88-8
Molecular Formula:C₁₈H₁₈F₃NO₃*ClH
Molecular Weight:389.802
Hs Code.:

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

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

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

There total 12 articles about cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethoxy)-phenyl]cyclobutanol hydrochloride 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: 96.0%

: 1432097-55-6
cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethoxy)-phenyl]cyclobutanol

: 1432048-88-8
cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethoxy)-phenyl]cyclobutanol hydrochloride

: 1432050-00-4
trans-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethoxy)phenyl]cyclobutanol hydrochloride

Guidance literature:: With hydrogenchloride; In methanol;

Reference yield:

: 1432048-90-2
(S)-3-[hydroxy(pyridin-2-yl)methyl]-3-[4-(trifluoromethoxy)phenyl]-cyclobutanone

: 917-54-4
methyllithium

: 1432048-88-8
cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethoxy)-phenyl]cyclobutanol hydrochloride

: 1432097-59-0
trans-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethoxy)phenyl]cyclobutanol

Guidance literature:: (S)-3-[hydroxy(pyridin-2-yl)methyl]-3-[4-(trifluoromethoxy)phenyl]-cyclobutanone; methyllithium; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 16h;

With hydrogenchloride; In methanol;
DOI:10.1021/acs.jmedchem.6b00287

Reference yield:

: 49561-96-8
(4-trifluoromethoxy-phenyl)-acetonitrile

: 1432048-88-8
cis-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethoxy)-phenyl]cyclobutanol hydrochloride

: 1432050-00-4
trans-3-[(S)-hydroxy(pyridin-2-yl)methyl]-1-methyl-3-[4-(trifluoromethoxy)phenyl]cyclobutanol hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium t-butanolate / dimethyl sulfoxide; water / 20 - 125 °C

2.1: methanol / 20 - 70 °C

3.1: n-butyllithium / hexane; diethyl ether / 0.67 h / -78 °C

3.2: -78 - 20 °C

4.1: formic acid; triethylamine; (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II) / 192 h / 55 °C

5.1: diethyl ether; tetrahydrofuran / 0 °C / Cooling with acetone-dry ice

6.1: hydrogenchloride / methanol

With hydrogenchloride; methanol; (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); n-butyllithium; formic acid; triethylamine; sodium t-butanolate; In tetrahydrofuran; methanol; diethyl ether; hexane; water; dimethyl sulfoxide;