(1R,2R,4aS,8aS)-1-(2,3-Dimethoxy-5-methyl-benzyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol

Base Information

Chemical Name:(1R,2R,4aS,8aS)-1-(2,3-Dimethoxy-5-methyl-benzyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol
CAS No.:849669-51-8
Molecular Formula:C₂₄H₃₈O₃
Molecular Weight:374.564
Hs Code.:

Synonyms:(1R,2R,4aS,8aS)-1-(2,3-Dimethoxy-5-methyl-benzyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol

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Chemical Property of (1R,2R,4aS,8aS)-1-(2,3-Dimethoxy-5-methyl-benzyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol

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Technology Process of (1R,2R,4aS,8aS)-1-(2,3-Dimethoxy-5-methyl-benzyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol

There total 6 articles about (1R,2R,4aS,8aS)-1-(2,3-Dimethoxy-5-methyl-benzyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-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: 89.0%

: 849669-50-7
(1S,2R,4aS,8aS)-1-[(2,3-Dimethoxy-5-methyl-phenyl)-hydroxy-methyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol

: 849669-51-8
(1R,2R,4aS,8aS)-1-(2,3-Dimethoxy-5-methyl-benzyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; under 2250.18 Torr;
DOI:10.1021/ol047316m

Reference yield:

: 68278-85-3
3-bromo-4,5-dimethoxy-toluene

: 849669-51-8
(1R,2R,4aS,8aS)-1-(2,3-Dimethoxy-5-methyl-benzyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuLi / pentane; tetrahydrofuran / 0.5 h / -78 °C

1.2: 61 percent / pentane; tetrahydrofuran / 2 h / -78 °C

2.1: 89 percent / H₂ / Pd/C / ethyl acetate / 20 °C / 2250.18 Torr

With hydrogen; tert.-butyl lithium; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; pentane;
DOI:10.1021/ol047316m

Reference yield:

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

: 849669-51-8
(1R,2R,4aS,8aS)-1-(2,3-Dimethoxy-5-methyl-benzyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 70 percent / (COCl)2; DMSO; Et₃N / 0.33 h / -78 - 20 °C

2.1: t-BuLi / pentane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 61 percent / pentane; tetrahydrofuran / 2 h / -78 °C

3.1: 89 percent / H₂ / Pd/C / ethyl acetate / 20 °C / 2250.18 Torr

With oxalyl dichloride; hydrogen; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; pentane; 1.1: Swern oxidation;
DOI:10.1021/ol047316m