5-[4-(2-Benzyloxy-ethoxy)-phenyl]-6-pyridin-3-yl-7,8-dihydro-naphthalen-2-ol

Base Information

Chemical Name:5-[4-(2-Benzyloxy-ethoxy)-phenyl]-6-pyridin-3-yl-7,8-dihydro-naphthalen-2-ol
CAS No.:186970-57-0
Molecular Formula:C₃₀H₂₇NO₃
Molecular Weight:449.549
Hs Code.:

Synonyms:5-[4-(2-Benzyloxy-ethoxy)-phenyl]-6-pyridin-3-yl-7,8-dihydro-naphthalen-2-ol

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Chemical Property of 5-[4-(2-Benzyloxy-ethoxy)-phenyl]-6-pyridin-3-yl-7,8-dihydro-naphthalen-2-ol

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Technology Process of 5-[4-(2-Benzyloxy-ethoxy)-phenyl]-6-pyridin-3-yl-7,8-dihydro-naphthalen-2-ol

There total 6 articles about 5-[4-(2-Benzyloxy-ethoxy)-phenyl]-6-pyridin-3-yl-7,8-dihydro-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: 70.0%

: 186970-51-4
1-[4-(2-Benzyloxy-ethoxy)-phenyl]-2-pyridin-3-yl-4-[3-(tetrahydro-pyran-2-yloxy)-phenyl]-butan-1-one

: 186970-57-0
5-[4-(2-Benzyloxy-ethoxy)-phenyl]-6-pyridin-3-yl-7,8-dihydro-naphthalen-2-ol

Guidance literature:: With methanesulfonic acid; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1021/jo9618029

Reference yield:

: 622-08-2,1201808-31-2
2-Benzyloxyethanol

: 186970-57-0
5-[4-(2-Benzyloxy-ethoxy)-phenyl]-6-pyridin-3-yl-7,8-dihydro-naphthalen-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / Et₃N / tetrahydrofuran / 0.5 h / Ambient temperature

2: 85 percent / K₂CO₃ / butan-2-one / 72 h / 80 °C

3: 1.) lithium diisopropylamide, 3.) aq. HCl / 1) THF, hexane, -78 deg C --> rt, 1 h; 2) THF, hexane, rt, 12 h; 3) 10 min

4: 84 percent / Jones reagent / acetone / 0.25 h / -15 °C

5: 1.) NaH / 1) DMF, rt, 4 h; 2) DMF, rt, 48 h

6: 70 percent / methanesulfonic acid / CH₂Cl₂ / 24 h / Ambient temperature

With hydrogenchloride; jones reagent; methanesulfonic acid; sodium hydride; potassium carbonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetone; butanone;
DOI:10.1021/jo9618029

Reference yield:

: 58841-52-4
2-(benzyloxy)ethyl methanesulfonate

: 186970-57-0
5-[4-(2-Benzyloxy-ethoxy)-phenyl]-6-pyridin-3-yl-7,8-dihydro-naphthalen-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / K₂CO₃ / butan-2-one / 72 h / 80 °C

2: 1.) lithium diisopropylamide, 3.) aq. HCl / 1) THF, hexane, -78 deg C --> rt, 1 h; 2) THF, hexane, rt, 12 h; 3) 10 min

3: 84 percent / Jones reagent / acetone / 0.25 h / -15 °C

4: 1.) NaH / 1) DMF, rt, 4 h; 2) DMF, rt, 48 h

5: 70 percent / methanesulfonic acid / CH₂Cl₂ / 24 h / Ambient temperature

With hydrogenchloride; jones reagent; methanesulfonic acid; sodium hydride; potassium carbonate; lithium diisopropyl amide; In dichloromethane; acetone; butanone;
DOI:10.1021/jo9618029