5-{hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2,3,5-trifluoro-phenyl)-naphthalen-2-ol

Base Information

Chemical Name:5-{hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2,3,5-trifluoro-phenyl)-naphthalen-2-ol
CAS No.:861931-20-6
Molecular Formula:C₃₀H₂₈F₃NO₃
Molecular Weight:507.552
Hs Code.:

Synonyms:5-{hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2,3,5-trifluoro-phenyl)-naphthalen-2-ol

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Chemical Property of 5-{hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2,3,5-trifluoro-phenyl)-naphthalen-2-ol

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Technology Process of 5-{hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2,3,5-trifluoro-phenyl)-naphthalen-2-ol

There total 8 articles about 5-{hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2,3,5-trifluoro-phenyl)-naphthalen-2-ol 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%

: [6-hydroxy-2-(2,3,6-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

: 861931-20-6
5-{hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2,3,5-trifluoro-phenyl)-naphthalen-2-ol

Guidance literature:: [6-hydroxy-2-(2,3,6-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone; With borane-THF; (R)-α,α-diphenylprolinol; In tetrahydrofuran; at 20 - 45 ℃; for 2.5h;

With ethanolamine; In tetrahydrofuran; Product distribution / selectivity;

Reference yield: 75.0%

: 861930-75-8
[6-hydroxy-2-(2,3,5-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone

: 861931-20-6
5-{hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2,3,5-trifluoro-phenyl)-naphthalen-2-ol

Guidance literature:: [6-hydroxy-2-(2,3,5-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone; With borane-THF; (R)-α,α-diphenylprolinol; In tetrahydrofuran; at 45 ℃; for 2.5h;

With ethanolamine; In tetrahydrofuran; at 45 ℃; for 2h; Product distribution / selectivity;

Reference yield:

: 649724-98-1
(2-hydroxy-6-methoxy-naphthalen-1-yl)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

: 861931-20-6
5-{hydroxy-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2,3,5-trifluoro-phenyl)-naphthalen-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / pyridine / CH₂Cl₂ / 0.25 h / 0 °C

2.1: 100 percent / HCl; BBr₃; 2-methylbut-2-ene / diethyl ether; CH₂Cl₂ / 2 h / 0 °C

3.1: 99 percent / diisopropylethylamine / CH₂Cl₂ / 0.33 h / 20 °C

4.1: cesium fluoride; bis(acetato)bis(triphenylphosphine)palladium; bis(neopentyl glycolato)diboron / acetonitrile / 0.25 h / 75 °C

4.2: bis(acetato)bis(triphenylphosphine)palladium / acetonitrile / 2.5 h / 75 °C

4.3: 64 percent / KOH / methanol / 20 °C

5.1: borane; ethanolamine / tetrahydrofuran / Heating

With pyridine; hydrogenchloride; 2-methyl-but-2-ene; bis(acetato)bis(triphenylphosphine)palladium; borane; boron tribromide; ethanolamine; N-ethyl-N,N-diisopropylamine; cesium fluoride; 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jm0509795