Technology Process of (1R,4aR,6S,8aS)-1-[2-benzyloxymethoxy-6-(methoxymethoxy)benzyl]-6-tert-butyldimethylsiloxy-5,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-one
There total 11 articles about (1R,4aR,6S,8aS)-1-[2-benzyloxymethoxy-6-(methoxymethoxy)benzyl]-6-tert-butyldimethylsiloxy-5,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-one which
guide to synthetic route it.
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synthetic route:
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188649-35-6
(4aR,6S,8aS)-6-tert-butyldimethylsiloxy-5,5,8a-trimethyl-1-methylene-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2(1H)-one
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479636-97-0
(1R,4aR,6S,8aS)-1-[2-benzyloxymethoxy-6-(methoxymethoxy)benzyl]-6-tert-butyldimethylsiloxy-5,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-one
- Guidance literature:
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1-benzyloxymethoxy-2-bromo-3-(methoxymethoxy)benzene;
With
magnesium; ethylene dibromide;
In
diethyl ether;
Heating;
(4aR,6S,8aS)-6-tert-butyldimethylsiloxy-5,5,8a-trimethyl-1-methylene-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2(1H)-one;
In
diethyl ether;
at 0 - 20 ℃;
DOI:10.1016/S0040-4039(02)01859-2
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479636-97-0
(1R,4aR,6S,8aS)-1-[2-benzyloxymethoxy-6-(methoxymethoxy)benzyl]-6-tert-butyldimethylsiloxy-5,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-one
- Guidance literature:
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Multi-step reaction with 2 steps
1.1: 96 percent / N,N-(diisopropyl)ethylamine / CH2Cl2 / 1 h / 20 °C
2.1: ethylene dibromide; magnesium / diethyl ether / 1 h / Heating
2.2: 95 percent / diethyl ether / 5 h / 20 °C
With
magnesium; ethylene dibromide; N-ethyl-N,N-diisopropylamine;
In
diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2003.09.037
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479636-97-0
(1R,4aR,6S,8aS)-1-[2-benzyloxymethoxy-6-(methoxymethoxy)benzyl]-6-tert-butyldimethylsiloxy-5,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-one
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: 99 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / 20 °C
2.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 1.5 h / -78 °C
2.2: 74 percent / 2-phenylsulfonyl-3-phenyloxaziridine / tetrahydrofuran / 2 h / -78 °C
3.1: 98 percent / N,N-(diisopropyl)ethylamine / CH2Cl2 / 15 h / 20 °C
4.1: potassium tert-butoxide / benzene / 3 h / Heating
4.2: 91 percent / benzene / 16 h / Heating
5.1: 80 percent / lithium; NH3 / tetrahydrofuran / 6 h / -78 - 20 °C
6.1: 98 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
7.1: ethylene dibromide; magnesium / diethyl ether / 1 h / Heating
7.2: 95 percent / diethyl ether / 5 h / 20 °C
With
2,6-dimethylpyridine; potassium tert-butylate; ammonia; sodium hexamethyldisilazane; lithium; Dess-Martin periodane; magnesium; ethylene dibromide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; benzene;
4.2: Wittig reaction;
DOI:10.1016/j.tet.2003.09.037
