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

Base Information

Chemical Name:2-[(1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3,5-dimethoxyphenyl)ethan-1-one
CAS No.:1619983-03-7
Molecular Formula:C₂₄H₃₆O₄
Molecular Weight:388.547
Hs Code.:

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

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Chemical Property of 2-[(1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3,5-dimethoxyphenyl)ethan-1-one

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Technology Process of 2-[(1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3,5-dimethoxyphenyl)ethan-1-one

There total 1 articles about 2-[(1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3,5-dimethoxyphenyl)ethan-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: 56.0%

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

: 564-20-5,1216-84-8,30450-17-0,58976-28-6,64090-92-2,67844-42-2,79768-41-5,79768-42-6,86688-27-9,86688-28-0,95406-08-9,98719-44-9,98719-46-1,131831-65-7,140851-80-5
(3aR)-(+)-sclareolide

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

Guidance literature:: 1-bromo-3,5-dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

(3aR)-(+)-sclareolide; In tetrahydrofuran; hexane; at -78 ℃; for 2.5h;

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

: C₂₄H₃₅ClO₃

Guidance literature:: With pyridine; thionyl chloride; In dichloromethane; at -78 ℃; for 0.916667h; Inert atmosphere;

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

: 1619983-16-2
2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]-1-(3,5-dimethoxyphenyl)ethan-1-ol

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: lithium aluminium tetrahydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

With pyridine; lithium aluminium tetrahydride; thionyl chloride; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; dichloromethane; ethyl acetate;