trans-2-(cyclobutylmethyl)decahydro-4a-(3-hydroxyphenyl)-7-isoquinolinone

Base Information

Chemical Name:trans-2-(cyclobutylmethyl)decahydro-4a-(3-hydroxyphenyl)-7-isoquinolinone
CAS No.:137517-90-9
Molecular Formula:C₂₀H₂₇NO₂
Molecular Weight:313.44
Hs Code.:

Synonyms:trans-2-(cyclobutylmethyl)decahydro-4a-(3-hydroxyphenyl)-7-isoquinolinone

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Chemical Property of trans-2-(cyclobutylmethyl)decahydro-4a-(3-hydroxyphenyl)-7-isoquinolinone

Chemical Property:

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Technology Process of trans-2-(cyclobutylmethyl)decahydro-4a-(3-hydroxyphenyl)-7-isoquinolinone

There total 11 articles about trans-2-(cyclobutylmethyl)decahydro-4a-(3-hydroxyphenyl)-7-isoquinolinone 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: 93.0%

: 137517-92-1
(4aS,7R,8aS)-2-Cyclobutylmethyl-4a-(3-hydroxy-phenyl)-decahydro-isoquinolin-7-ol

: 137517-90-9
trans-2-(cyclobutylmethyl)decahydro-4a-(3-hydroxyphenyl)-7-isoquinolinone

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 0.5h;
DOI:10.1021/jm00079a005

Reference yield:

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

: 137517-90-9
trans-2-(cyclobutylmethyl)decahydro-4a-(3-hydroxyphenyl)-7-isoquinolinone

Guidance literature:: Multi-step reaction with 10 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

9: 92 percent / LiSMe / dimethylformamide / 7 h / 125 °C

10: 93 percent / (COCl)2, DMSO / CH₂Cl₂ / 0.5 h / -60 °C

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

Reference yield:

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

: 137517-90-9
trans-2-(cyclobutylmethyl)decahydro-4a-(3-hydroxyphenyl)-7-isoquinolinone

Guidance literature:: Multi-step reaction with 8 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

7: 92 percent / LiSMe / dimethylformamide / 7 h / 125 °C

8: 93 percent / (COCl)2, DMSO / CH₂Cl₂ / 0.5 h / -60 °C

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