Technology Process of (2S)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate
There total 2 articles about (2S)-2-((1R,8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1-naphthyl)propyl p-toluenesulfonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 2 steps
1: 64 percent / DIBAL-H / diethyl ether; hexane; toluene / -78 - 0 °C
2: 92 percent / pyridine / 0 °C
With
pyridine; diisobutylaluminium hydride;
In
diethyl ether; hexane; toluene;
DOI:10.1039/b209147j
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(1R,3S)-5-[2-[(1R,4aS,8aR)-1-((1R)-5-hydroxy-1,5-dimethylhexyl)-8a-methyl-1,2,3,4,4a,7,8,8a-octahydro-5-naphthyl]ethyl]cyclohex-4-ene-1,3-diol
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: borane-tetrahydrofuran complex / tetrahydrofuran / -20 °C
1.2: NaOH; H2O2 / tetrahydrofuran; H2O / -30 - 20 °C
2.1: 93 percent / sodium iodide / acetone / 60 °C
3.1: pyridine; zinc; NiCl2 / 0.75 h / 65 °C
3.2: 86 percent / pyridine / 1.5 h / 20 °C
4.1: 93 percent / tetrahydrofuran; diethyl ether / 1 h / 20 °C
5.1: pyridinium dichromate / CH2Cl2 / 20 °C
6.1: 88 percent / imidazole / CH2Cl2 / 3 h / 20 °C
7.1: i-Pr2NH; n-BuLi / tetrahydrofuran; hexane / 2.75 h / -78 - 20 °C
7.2: 81 percent / tetrahydrofuran / 4.17 h / -78 - 20 °C
8.1: 91 percent / CuI; Et2NH / Pd(PPh3)2(OAc)2 / acetonitrile / 1 h / 20 °C
9.1: H2; quinoline / Lindlar catalyst / ethyl acetate; pentane / 20 °C
10.1: tetrabutylammonium fluoride / tetrahydrofuran / 12 h / 20 °C
With
pyridine; 1H-imidazole; quinoline; copper(l) iodide; dipyridinium dichromate; n-butyllithium; borane-THF; tetrabutyl ammonium fluoride; hydrogen; diethylamine; diisopropylamine; sodium iodide; nickel dichloride; zinc;
Lindlar's catalyst; bis(triphenylphosphine) palladium (Il) acetate;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate; acetone; acetonitrile; pentane;
DOI:10.1039/b209147j