Technology Process of (+)(6S)-10-(4-Hydroxy-3-methoxyhenyl)-8,8-(1,3-propanediyldithio)-6-hydroxy-1-<(tert-butyldiphenylsilyl)oxy>decane
There total 13 articles about (+)(6S)-10-(4-Hydroxy-3-methoxyhenyl)-8,8-(1,3-propanediyldithio)-6-hydroxy-1-<(tert-butyldiphenylsilyl)oxy>decane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 7 steps
1: 98 percent / H2, NaOH / 10percent Pd/C / H2O / 12 h / 22501.8 Torr
2: 98 percent / conc.H2SO4 / Heating
3: 1) NaH, 2) tetrabutylammonium iodide / 1) THF, 0 deg C, 0.5 h, 2) 0 deg C
4: 95 percent / LiAlH4 / diethyl ether / 0 °C
5: 81 percent / CrO3, pyridine / CH2Cl2 / Ambient temperature
6: 80 percent / BF3*OEt2 / CH2Cl2 / 1.5 h / 0 °C
With
pyridine; chromium(VI) oxide; sodium hydroxide; lithium aluminium tetrahydride; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride;
palladium on activated charcoal;
In
diethyl ether; dichloromethane; water;
DOI:10.1021/jo00060a038
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 99 percent / methanol / Heating
2: 98 percent / imidazole / dimethylformamide / 24 h / Ambient temperature
3: 1) lithium diisopropylamide / 1) THF, -78 deg C, 1 h, 2) -50 deg C
4: DIBAL / tetrahydrofuran; toluene / 2 h / -78 °C
5: 1) Zn-powder, 2) trimethylsilyl chloride / 1) THF, r.t., 15 min, 2) r.t., 45 min
6: 1) Me3OBF4, 2) aq.Na2CO3 / 1) CH2Cl2, r.t., 2 h, 2) 6 h
With
1H-imidazole; chloro-trimethyl-silane; trimethoxonium tetrafluoroborate; diisobutylaluminium hydride; sodium carbonate; zinc; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00060a038
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 98 percent / imidazole / dimethylformamide / 24 h / Ambient temperature
2: 1) lithium diisopropylamide / 1) THF, -78 deg C, 1 h, 2) -50 deg C
3: DIBAL / tetrahydrofuran; toluene / 2 h / -78 °C
4: 1) Zn-powder, 2) trimethylsilyl chloride / 1) THF, r.t., 15 min, 2) r.t., 45 min
5: 1) Me3OBF4, 2) aq.Na2CO3 / 1) CH2Cl2, r.t., 2 h, 2) 6 h
With
1H-imidazole; chloro-trimethyl-silane; trimethoxonium tetrafluoroborate; diisobutylaluminium hydride; sodium carbonate; zinc; lithium diisopropyl amide;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00060a038
