2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3-hydroxy-5-methoxyphenyl)eth an-1-one

Base Information

Chemical Name:2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3-hydroxy-5-methoxyphenyl)eth an-1-one
CAS No.:1619983-05-9
Molecular Formula:C₂₃H₃₄O₃
Molecular Weight:358.521
Hs Code.:

Synonyms:2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3-hydroxy-5-methoxyphenyl)eth an-1-one

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Chemical Property of 2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3-hydroxy-5-methoxyphenyl)eth an-1-one

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Technology Process of 2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3-hydroxy-5-methoxyphenyl)eth an-1-one

There total 5 articles about 2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3-hydroxy-5-methoxyphenyl)eth an-1-one 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: 19.0%

: 1619983-04-8
2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3,5-dimethoxyphenyl)ethan-1-one

: 1619983-05-9
2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3-hydroxy-5-methoxyphenyl)eth an-1-one

: 1619983-06-0
2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3,5-dihydroxyphenyl)ethan-1-one

Guidance literature:: 2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3,5-dimethoxyphenyl)ethan-1-one; With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In water; isopropyl alcohol; at 85 ℃; for 0.583333h;

Reference yield:

: 20469-65-2
1-bromo-3,5-dimethoxybenzene

: 1619983-05-9
2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3-hydroxy-5-methoxyphenyl)eth an-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

1.2: 2.5 h / -78 °C

2.1: pyridine; thionyl chloride / dichloromethane / 0.92 h / -78 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 2327.23 Torr

3.2: 1.5 h / 0 - 20 °C / Inert atmosphere

3.3: 1.5 h / 0 - 60 °C

4.1: boron tribromide / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere

4.2: 0.58 h / 85 °C

With pyridine; n-butyllithium; thionyl chloride; palladium 10% on activated carbon; hydrogen; boron tribromide; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate;

Reference yield:

: 1619983-03-7
2-[(1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3,5-dimethoxyphenyl)ethan-1-one

: 1619983-05-9
2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3-hydroxy-5-methoxyphenyl)eth an-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; thionyl chloride / dichloromethane / 0.92 h / -78 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 2327.23 Torr

2.2: 1.5 h / 0 - 20 °C / Inert atmosphere

2.3: 1.5 h / 0 - 60 °C

3.1: boron tribromide / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere

3.2: 0.58 h / 85 °C

With pyridine; thionyl chloride; palladium 10% on activated carbon; hydrogen; boron tribromide; In dichloromethane; ethyl acetate;