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

Base Information

Chemical Name:(4aα,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-7-isoquinolinol
CAS No.:137517-85-2
Molecular Formula:C₂₁H₃₁NO₂
Molecular Weight:329.483
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 9 articles about (4aα,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-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: 78.0%

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

: 137517-85-2
(4aα,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-7-isoquinolinol

Guidance literature:: With prereduced RaNi; In ethanol; for 2h; Heating;
DOI:10.1021/jm00079a005

Reference yield:

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

: 137517-85-2
(4aα,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-7-isoquinolinol

Guidance literature:: Multi-step reaction with 8 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

8: 78 percent / prereduced RaNi / ethanol / 2 h / Heating

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

Reference yield:

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

: 137517-85-2
(4aα,7β,8aβ)-2-(cyclobutylmethyl)decahydro-4a-(3-methoxyphenyl)-7-isoquinolinol

Guidance literature:: Multi-step reaction with 6 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

6: 78 percent / prereduced RaNi / ethanol / 2 h / Heating

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