6-benzyloxy-2-phenyl-1-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

Base Information

Chemical Name:6-benzyloxy-2-phenyl-1-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline
CAS No.:645399-43-5
Molecular Formula:C₃₅H₃₈N₂O₂
Molecular Weight:518.699
Hs Code.:

Synonyms:6-benzyloxy-2-phenyl-1-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

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Chemical Property of 6-benzyloxy-2-phenyl-1-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

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Technology Process of 6-benzyloxy-2-phenyl-1-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

There total 13 articles about 6-benzyloxy-2-phenyl-1-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline 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:

: 2008-75-5
N-chloroethylpiperidine hydrochloride

: 645388-29-0
4-(6-(benzyloxy)-2-phenyl-1,2,3,4-tetrahydroisoquinolin-1-yl)phenol

: 645399-43-5
6-benzyloxy-2-phenyl-1-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: With sodium hydride; In 1,4-dioxane; at 80 ℃;
DOI:10.1021/jm030086h

Reference yield:

: 621-37-4
m-hydroxyphenylacetic acid

: 645399-43-5
6-benzyloxy-2-phenyl-1-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: Multi-step reaction with 9 steps

1.1: 90 percent / KOH; NaI / ethanol / 19 h / Heating

2.1: 100 percent / (COCl)2 / CH₂Cl₂ / 18 h / 40 °C

3.1: 68 percent / Na₂CO₃ / benzene / 20 h / Heating

4.1: 83 percent / LAH / dioxane; diethyl ether / 17 h / 40 °C

5.1: 83 percent / Na₂CO₃ / benzene / 2 h / Heating

6.1: POCl₃ / 1.5 h / Heating

6.2: KI

7.1: NaBH₄ / methanol / 1 h / 20 °C

8.1: 88 percent / Ph₃P; morpholine; Pd(OAc)2 / tetrahydrofuran / 18 h / 20 °C

9.1: NaH / dioxane / 80 °C

With morpholine; palladium diacetate; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; sodium hydride; sodium carbonate; triphenylphosphine; sodium iodide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; benzene; 6.1: Bischler-Napieralski cyclization;
DOI:10.1021/jm030086h

Reference yield:

: 1860-58-8
3-benzyloxyphenylacetic acid

: 645399-43-5
6-benzyloxy-2-phenyl-1-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / (COCl)2 / CH₂Cl₂ / 18 h / 40 °C

2.1: 68 percent / Na₂CO₃ / benzene / 20 h / Heating

3.1: 83 percent / LAH / dioxane; diethyl ether / 17 h / 40 °C

4.1: 83 percent / Na₂CO₃ / benzene / 2 h / Heating

5.1: POCl₃ / 1.5 h / Heating

5.2: KI

6.1: NaBH₄ / methanol / 1 h / 20 °C

7.1: 88 percent / Ph₃P; morpholine; Pd(OAc)2 / tetrahydrofuran / 18 h / 20 °C

8.1: NaH / dioxane / 80 °C

With morpholine; palladium diacetate; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; sodium hydride; sodium carbonate; triphenylphosphine; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; benzene; 5.1: Bischler-Napieralski cyclization;
DOI:10.1021/jm030086h