Technology Process of (4aR,8aR)-8-((3E,7E)-2-Benzenesulfonyl-4,8,12-trimethyl-trideca-3,7,11-trienyl)-2,2,4a,7-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene
There total 6 articles about (4aR,8aR)-8-((3E,7E)-2-Benzenesulfonyl-4,8,12-trimethyl-trideca-3,7,11-trienyl)-2,2,4a,7-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene which
guide to synthetic route it.
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synthetic route:
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852247-56-4
(4aR,8aR)-8-Bromomethyl-2,2,4a,7-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene
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852247-57-5
(4aR,8aR)-8-((3E,7E)-2-Benzenesulfonyl-4,8,12-trimethyl-trideca-3,7,11-trienyl)-2,2,4a,7-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene
- Guidance literature:
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(E,E)-farnesyl phenylsulfone;
With
n-butyllithium;
In
tetrahydrofuran;
at -78 ℃;
for 0.166667h;
(4aR,8aR)-8-Bromomethyl-2,2,4a,7-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene;
In
tetrahydrofuran;
for 4h;
DOI:10.1055/s-2005-864798
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852247-57-5
(4aR,8aR)-8-((3E,7E)-2-Benzenesulfonyl-4,8,12-trimethyl-trideca-3,7,11-trienyl)-2,2,4a,7-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: 91 percent / H2 / Pd/C / ethyl acetate / 72 h / 2280 Torr
2.1: i-Pr2NEt / CH2Cl2 / 0.5 h / -78 - -50 °C
3.1: CuBr*SMe2 / tetrahydrofuran / 0.5 h / -15 °C
4.1: 79 percent / LiAlH4 / diethyl ether / 0.5 h / 0 °C
5.1: 90 percent / PBr3 / diethyl ether / 0.5 h / 0 °C
6.1: n-BuLi / tetrahydrofuran / 0.17 h / -78 °C
6.2: 72 percent / tetrahydrofuran / 4 h
With
lithium aluminium tetrahydride; n-butyllithium; copper(I) bromide dimethylsulfide complex; hydrogen; phosphorus tribromide; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1055/s-2005-864798
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852247-52-0
(4aR,8aR)-2,4a,7,7-Tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester
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852247-57-5
(4aR,8aR)-8-((3E,7E)-2-Benzenesulfonyl-4,8,12-trimethyl-trideca-3,7,11-trienyl)-2,2,4a,7-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalene
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: 79 percent / LiAlH4 / diethyl ether / 0.5 h / 0 °C
2.1: 90 percent / PBr3 / diethyl ether / 0.5 h / 0 °C
3.1: n-BuLi / tetrahydrofuran / 0.17 h / -78 °C
3.2: 72 percent / tetrahydrofuran / 4 h
With
lithium aluminium tetrahydride; n-butyllithium; phosphorus tribromide;
In
tetrahydrofuran; diethyl ether;
DOI:10.1055/s-2005-864798
