trans-2-(cyclopropylmethyl)decahydro-4a-(3-hydroxyphenyl)-6-isoquinolinone

Base Information

Chemical Name:trans-2-(cyclopropylmethyl)decahydro-4a-(3-hydroxyphenyl)-6-isoquinolinone
CAS No.:137517-52-3
Molecular Formula:C₁₉H₂₅NO₂
Molecular Weight:299.413
Hs Code.:

Synonyms:trans-2-(cyclopropylmethyl)decahydro-4a-(3-hydroxyphenyl)-6-isoquinolinone

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Chemical Property of trans-2-(cyclopropylmethyl)decahydro-4a-(3-hydroxyphenyl)-6-isoquinolinone

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Technology Process of trans-2-(cyclopropylmethyl)decahydro-4a-(3-hydroxyphenyl)-6-isoquinolinone

There total 11 articles about trans-2-(cyclopropylmethyl)decahydro-4a-(3-hydroxyphenyl)-6-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: 78.0%

: 2-cyclopropylmethyl-6,6-ethylenedioxy-4a-(3-hydroxyphenyl)-trans-decahydroisoquinoline

: 137517-52-3
trans-2-(cyclopropylmethyl)decahydro-4a-(3-hydroxyphenyl)-6-isoquinolinone

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; water; for 0.666667h; Ambient temperature;
DOI:10.3987/com-97-8023

Reference yield:

: 137517-55-6
3-((4aS,8aS)-2-Cyclopropylmethyl-6-methylene-octahydro-isoquinolin-4a-yl)-phenol

: 137517-52-3
trans-2-(cyclopropylmethyl)decahydro-4a-(3-hydroxyphenyl)-6-isoquinolinone

Guidance literature:: With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; for 4h; Ambient temperature;
DOI:10.1021/jm00079a005

Reference yield:

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

: 137517-52-3
trans-2-(cyclopropylmethyl)decahydro-4a-(3-hydroxyphenyl)-6-isoquinolinone

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: 88 percent / i-Pr₂NEt / 1,2-dichloro-ethane / 1.5 h / Heating

4: 74 percent / 50percent aq. KOH / ethanol / 17 h / Heating

5: 54 percent / NaHCO₃ / dimethylformamide / 4 h / 150 °C

6: LiSMe / dimethylformamide / 7 h / 125 °C

7: OsO₄, NaIO₄ / tetrahydrofuran; H₂O / 4 h / Ambient temperature

With potassium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; n-butyllithium; methanesulfonic acid; lithium methanethiolate; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; methanol; ethanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00079a005