(4aα,6α,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-6-(phenylseleno)-7-isoquinolinol

Base Information

Chemical Name:(4aα,6α,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-6-(phenylseleno)-7-isoquinolinol
CAS No.:137517-80-7
Molecular Formula:C₂₇H₃₅NO₂Se
Molecular Weight:484.54
Hs Code.:

Synonyms:(4aα,6α,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-6-(phenylseleno)-7-isoquinolinol

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Chemical Property of (4aα,6α,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-6-(phenylseleno)-7-isoquinolinol

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Technology Process of (4aα,6α,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-6-(phenylseleno)-7-isoquinolinol

There total 8 articles about (4aα,6α,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-6-(phenylseleno)-7-isoquinolinol 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: 75.0%

: 5707-04-0
Phenylselenyl chloride

: 137517-78-3
trans-2-(cyclobutylmethyl)-1,2,3,4,4a,5,8,8a-octahydro-4a-(3-methoxyphenyl)isoquinoline

: 137517-80-7
(4aα,6α,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-6-(phenylseleno)-7-isoquinolinol

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; for 24h; Ambient temperature;
DOI:10.1021/jm00079a005

Reference yield:

: 73224-22-3
1-methyl-4-(3-methoxyphenyl)-1,2,3,6-tetrahydropyridine

: 137517-80-7
(4aα,6α,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-6-(phenylseleno)-7-isoquinolinol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) n-BuLi, 3.) NaI, K₂CO₃

2: 83 percent / 1.) MeSO₃H, 2.) NaBH₄ / methanol / 1.) from -60 to 25 deg C, 5 min, 2.) RT, 30 min

3: 95 percent / K₂CO₃ / 1,2-dichloro-ethane / 1.5 h / Heating

4: 91 percent / HCl / methanol / 6 h / Heating

5: 88 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

6: 100 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

7: 75 percent / aq. pTSA / acetonitrile / 24 h / Ambient temperature

With hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; methanesulfonic acid; potassium carbonate; toluene-4-sulfonic acid; triethylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jm00079a005

Reference yield:

: trans-decahydro-4a-(3-methoxyphenyl)-2-methyl-6-methyleneisoquinoline

: 137517-80-7
(4aα,6α,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-6-(phenylseleno)-7-isoquinolinol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / K₂CO₃ / 1,2-dichloro-ethane / 1.5 h / Heating

2: 91 percent / HCl / methanol / 6 h / Heating

3: 88 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

4: 100 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

5: 75 percent / aq. pTSA / acetonitrile / 24 h / Ambient temperature

With hydrogenchloride; lithium aluminium tetrahydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jm00079a005