2-{7-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-7-p-tolylsulfanyl-heptyl}-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline

Base Information

Chemical Name:2-{7-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-7-p-tolylsulfanyl-heptyl}-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline
CAS No.:167159-20-8
Molecular Formula:C₃₈H₅₅NO₄SSi
Molecular Weight:650.011
Hs Code.:

2-{7-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-7-<i>p</i>-tolylsulfanyl-heptyl}-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline

Synonyms:2-{7-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-7-p-tolylsulfanyl-heptyl}-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline

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Chemical Property of 2-{7-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-7-p-tolylsulfanyl-heptyl}-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline

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Technology Process of 2-{7-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-7-p-tolylsulfanyl-heptyl}-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline

There total 5 articles about 2-{7-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-7-p-tolylsulfanyl-heptyl}-6,7-dimethoxy-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: 82.0%

: 1745-07-9
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

: 167159-48-0
[5-(7-bromo-1-p-tolylsulfanyl-heptyl)-2-methoxy-phenoxy]-tert-butyl-dimethyl-silane

: 167159-20-8
2-{7-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-7-p-tolylsulfanyl-heptyl}-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: With N-ethyl-N,N-diisopropylamine; sodium iodide; In acetonitrile; Heating;
DOI:10.1021/jm9804477

Reference yield:

: 4383-06-6
3-hydroxy-4-methoxybenzyl alcohol

: 167159-20-8
2-{7-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-7-p-tolylsulfanyl-heptyl}-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1: HBr(g) / toluene / 0.5 h / 0 °C

2: aq. KOH, (Bu)4NHSO₄ / toluene / 12 h / 25 °C

3: 94 percent / 4-(dimethylamino)pyridine / pyridine / Heating

4: 1.) N-BuLi, phenanthroline / 1.) THF, hexane, from -78 deg C to O deg C, 2.) THF, hexane, from -78 deg C to 25 deg C

5: 82 percent / diisopropylethylamine, NaI / acetonitrile / Heating

With dmap; potassium hydroxide; n-butyllithium; Phenanthroline; hydrogen bromide; tetra(n-butyl)ammonium hydrogensulfate; N-ethyl-N,N-diisopropylamine; sodium iodide; In pyridine; toluene; acetonitrile;
DOI:10.1021/jm9804477

Reference yield:

: 111394-51-5
3-hydroxy-4-methoxybenzyl bromide

: 167159-20-8
2-{7-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-7-p-tolylsulfanyl-heptyl}-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1: aq. KOH, (Bu)4NHSO₄ / toluene / 12 h / 25 °C

2: 94 percent / 4-(dimethylamino)pyridine / pyridine / Heating

3: 1.) N-BuLi, phenanthroline / 1.) THF, hexane, from -78 deg C to O deg C, 2.) THF, hexane, from -78 deg C to 25 deg C

4: 82 percent / diisopropylethylamine, NaI / acetonitrile / Heating

With dmap; potassium hydroxide; n-butyllithium; Phenanthroline; tetra(n-butyl)ammonium hydrogensulfate; N-ethyl-N,N-diisopropylamine; sodium iodide; In pyridine; toluene; acetonitrile;
DOI:10.1021/jm9804477