[(1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl methanesulfonate

Base Information

Chemical Name:[(1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl methanesulfonate
CAS No.:936368-44-4
Molecular Formula:C₂₈H₄₆O₆SSi
Molecular Weight:538.821
Hs Code.:

[(1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl methanesulfonate

Synonyms:[(1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl methanesulfonate

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Chemical Property of [(1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl methanesulfonate

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Technology Process of [(1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl methanesulfonate

There total 8 articles about [(1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl methanesulfonate 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: 94.0%

: 936368-43-3
[(1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methanol

: 124-63-0
methanesulfonyl chloride

: 936368-44-4
[(1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ol070049a

Reference yield:

: 936368-33-1
ethyl (2E,4S,6R,8E)-4-{[tert-butyl(dimethyl)silyl]oxy}-6,9-dimethyl-10-oxodeca-2,8-dienoate

: 936368-44-4
[(1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl methanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C

1.2: tetrahydrofuran / -80 - 0 °C

1.3: CHCl₃ / 2 h / 60 °C

2.1: 1.610 g / diisobutylaluminium hydride / CH₂Cl₂ / -20 - 23 °C

3.1: 94 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

With potassium tert-butylate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol070049a

Reference yield:

: 936368-35-3
ethyl (1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylate

: 936368-44-4
[(1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl methanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.610 g / diisobutylaluminium hydride / CH₂Cl₂ / -20 - 23 °C

2: 94 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

With diisobutylaluminium hydride; triethylamine; In dichloromethane;
DOI:10.1021/ol070049a