Technology Process of (+)-Himbacine
There total 59 articles about (+)-Himbacine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: n-BuLi / 1,2-dimethoxy-ethane; hexane / 0.17 h / -78 °C
1.2: 45 percent / 1,2-dimethoxy-ethane; hexane / 1 h / -78 °C
2.1: 66 percent / Na-Hg; Na2HPO4 / methanol / 2.5 h / 20 °C
3.1: 100 percent / Jones reagent / acetone / 0.5 h / 20 °C
4.1: 100 percent / trifluoroacetic acid / CH2Cl2 / 1.5 h / 20 °C
5.1: 91 percent / NaBH3CN / acetonitrile / 0.5 h / 20 °C
With
disodium hydrogenphosphate; n-butyllithium; jones reagent; sodium amalgam; sodium cyanoborohydride; trifluoroacetic acid;
In
methanol; 1,2-dimethoxyethane; hexane; dichloromethane; acetone; acetonitrile;
1.2: Julia-Lythgoe reaction / 3.1: Jones oxidation;
DOI:10.1016/S0040-4020(02)01358-3
- Guidance literature:
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Multi-step reaction with 8 steps
1.1: 39 percent / RuO4; NaIO4 / ethyl acetate; H2O
2.1: 54 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
3.1: 50 percent / LiCl; (i-Pr)2EtN / acetonitrile / 12 h
4.1: TFA / CH2Cl2 / 0 - 20 °C
4.2: NaCNBH3 / CH2Cl2; ethanol / 0.01 h / 20 °C
4.3: aq. NaHCO3 / CH2Cl2; ethanol / 20 °C
5.1: Et3N / CH2Cl2 / 14 h
6.1: 11 percent / H2 / PtO2 / ethanol / 12 h
7.1: 95 percent / TFA / CH2Cl2 / 1 h
8.1: 74 percent / sodium cyanoborohydride / acetonitrile; H2O / 1 h / 20 °C
With
sodium periodate; n-butyllithium; ruthenium tetroxide; hydrogen; sodium cyanoborohydride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride;
platinum(IV) oxide;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1016/j.tet.2005.09.050