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

Base Information

Chemical Name:(1S,2R,4aS,8aS)-1-[3,5-bis(benzyloxy)-phenoxymethyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
CAS No.:1619982-98-7
Molecular Formula:C₃₅H₄₄O₄
Molecular Weight:528.732
Hs Code.:

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

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Chemical Property of (1S,2R,4aS,8aS)-1-[3,5-bis(benzyloxy)-phenoxymethyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

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Technology Process of (1S,2R,4aS,8aS)-1-[3,5-bis(benzyloxy)-phenoxymethyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

There total 4 articles about (1S,2R,4aS,8aS)-1-[3,5-bis(benzyloxy)-phenoxymethyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol 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: 44.0%

: 52617-99-9
(+)-drimane-8,11-diol

: 130723-76-1
3,5-dibenzyloxyphenyl iodide

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

Guidance literature:: With copper(l) iodide; 3,4,7,8-Tetramethyl-o-phenanthrolin; caesium carbonate; In diethylene glycol dimethyl ether; toluene; at 120 ℃; for 48h; Inert atmosphere; Sealed tube;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With copper(l) iodide; n-butyllithium; 3,4,7,8-Tetramethyl-o-phenanthrolin; boron tribromide; potassium carbonate; caesium carbonate; In tetrahydrofuran; hexane; dichloromethane; diethylene glycol dimethyl ether; N,N-dimethyl-formamide; toluene;

Reference yield:

: 64339-43-1
5-iodoresorcinol

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

Guidance literature:: Multi-step reaction with 2 steps

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

2: 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

With copper(l) iodide; 3,4,7,8-Tetramethyl-o-phenanthrolin; potassium carbonate; caesium carbonate; In diethylene glycol dimethyl ether; N,N-dimethyl-formamide; toluene;