5-{[(1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methoxy}benzene-1,3-diol

Base Information

Chemical Name:5-{[(1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methoxy}benzene-1,3-diol
CAS No.:1619982-99-8
Molecular Formula:C₂₁H₃₂O₄
Molecular Weight:348.483
Hs Code.:

Synonyms:5-{[(1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methoxy}benzene-1,3-diol

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Chemical Property of 5-{[(1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methoxy}benzene-1,3-diol

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Technology Process of 5-{[(1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methoxy}benzene-1,3-diol

There total 5 articles about 5-{[(1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methoxy}benzene-1,3-diol 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: 71.0%

: 1619982-98-7
(1S,2R,4aS,8aS)-1-[3,5-bis(benzyloxy)-phenoxymethyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

: 1619982-99-8
5-{[(1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methoxy}benzene-1,3-diol

Guidance literature:: With palladium 10% on activated carbon; ammonium formate; In ethanol; at 20 ℃; Reflux;

Reference yield:

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

: 1619982-99-8
5-{[(1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methoxy}benzene-1,3-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C / Inert atmosphere

1.2: 0.75 h / -78 °C

2.1: boron tribromide / dichloromethane / 17 h / 0 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / Inert atmosphere

4.1: copper(l) iodide; 3,4,7,8-Tetramethyl-o-phenanthrolin; caesium carbonate / toluene; diethylene glycol dimethyl ether / 48 h / 120 °C / Inert atmosphere; Sealed tube

5.1: palladium 10% on activated carbon; ammonium formate / ethanol / 20 °C / Reflux

With copper(l) iodide; n-butyllithium; 3,4,7,8-Tetramethyl-o-phenanthrolin; palladium 10% on activated carbon; ammonium formate; boron tribromide; potassium carbonate; caesium carbonate; In tetrahydrofuran; ethanol; hexane; dichloromethane; diethylene glycol dimethyl ether; N,N-dimethyl-formamide; toluene;

Reference yield:

: 25245-27-6
1-iodo-3,5-dimethoxybenzene

: 1619982-99-8
5-{[(1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]methoxy}benzene-1,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1: boron tribromide / dichloromethane / 17 h / 0 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 48 h / Inert atmosphere

3: copper(l) iodide; 3,4,7,8-Tetramethyl-o-phenanthrolin; caesium carbonate / toluene; diethylene glycol dimethyl ether / 48 h / 120 °C / Inert atmosphere; Sealed tube

4: palladium 10% on activated carbon; ammonium formate / ethanol / 20 °C / Reflux

With copper(l) iodide; 3,4,7,8-Tetramethyl-o-phenanthrolin; palladium 10% on activated carbon; ammonium formate; boron tribromide; potassium carbonate; caesium carbonate; In ethanol; dichloromethane; diethylene glycol dimethyl ether; N,N-dimethyl-formamide; toluene;