6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline
CAS No.:347974-78-1
Molecular Formula:C₂₈H₃₂N₂O₂
Molecular Weight:428.574
Hs Code.:

Synonyms:6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline

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Chemical Property of 6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline

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Technology Process of 6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline

There total 10 articles about 6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline 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:

: 347974-65-6
1-(4-benzyloxyphenyl)-6-methoxy-3,4-dihydroisoquinoline

: 347974-78-1
6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaBH₄ / methanol

2.1: Et₃N / CH₂Cl₂ / 0 °C

3.1: H₂ / Pd/C / ethanol / 2275.45 Torr

4.1: NaH / dimethylformamide

4.2: dimethylformamide / 100 °C

5.1: BBr₃ / CH₂Cl₂ / 0 °C

6.1: NaH / dimethylformamide / 100 °C

7.1: K₂CO₃ / methanol / Heating

With sodium tetrahydroborate; hydrogen; boron tribromide; sodium hydride; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.03.077

Reference yield:

: 347974-48-5
4-benzyloxy-N-[2-(3-methoxyphenyl)ethyl]benzamide

: 347974-78-1
6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 8 steps

1.1: POCl₃ / Heating

2.1: NaBH₄ / methanol

3.1: Et₃N / CH₂Cl₂ / 0 °C

4.1: H₂ / Pd/C / ethanol / 2275.45 Torr

5.1: NaH / dimethylformamide

5.2: dimethylformamide / 100 °C

6.1: BBr₃ / CH₂Cl₂ / 0 °C

7.1: NaH / dimethylformamide / 100 °C

8.1: K₂CO₃ / methanol / Heating

With sodium tetrahydroborate; hydrogen; boron tribromide; sodium hydride; potassium carbonate; triethylamine; trichlorophosphate; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Bischler-Napieralski cyclization;
DOI:10.1016/j.bmcl.2004.03.077

Reference yield:

: 347974-70-3
1-[1-(4-benzyloxyphenyl)-6-methoxy-3,4-dihydro-1H-isoquinolin-2-yl]-2,2,2-trifluoroethanone

: 347974-78-1
6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1.1: H₂ / Pd/C / ethanol / 2275.45 Torr

2.1: NaH / dimethylformamide

2.2: dimethylformamide / 100 °C

3.1: BBr₃ / CH₂Cl₂ / 0 °C

4.1: NaH / dimethylformamide / 100 °C

5.1: K₂CO₃ / methanol / Heating

With hydrogen; boron tribromide; sodium hydride; potassium carbonate; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.03.077