Technology Process of (Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-((3aR,5S,6aR)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-oct-5-enoic acid methyl ester
There total 10 articles about (Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-((3aR,5S,6aR)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-oct-5-enoic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 4-dimethylaminopyridine / diethyl ether / 1.5 h / Ambient temperature
2: tributyltin hydride / toluene / 16 h / Heating
3: 0.02 M methanolic sodium methoxide / 2 h / Ambient temperature
4: 1.) p-toluenesulfonyl chloride, pyridine, 2.) 1.17 N aq. KOH / 1.) CHCl3, -50 deg C, 3 h; room temperature, 20 h, 2.) MeOH
5: n-BuLi / hexamethylphosphoric acid triamide / 20 h / Ambient temperature
6: diethyl ether
7: hydrogen, ethylene diamine / nickel acetate/sodium borohydride / ethanol
8: imidazole / dimethylformamide / 17 h / 78 °C
With
pyridine; 1H-imidazole; dmap; potassium hydroxide; n-butyllithium; hydrogen; tri-n-butyl-tin hydride; sodium methylate; ethylenediamine; p-toluenesulfonyl chloride;
sodium tetrahydroborate; nickel diacetate;
In
N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 4 steps
1: n-BuLi / hexamethylphosphoric acid triamide / 20 h / Ambient temperature
2: diethyl ether
3: hydrogen, ethylene diamine / nickel acetate/sodium borohydride / ethanol
4: imidazole / dimethylformamide / 17 h / 78 °C
With
1H-imidazole; n-butyllithium; hydrogen; ethylenediamine;
sodium tetrahydroborate; nickel diacetate;
In
N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) p-toluenesulfonyl chloride, pyridine, 2.) 1.17 N aq. KOH / 1.) CHCl3, -50 deg C, 3 h; room temperature, 20 h, 2.) MeOH
2: n-BuLi / hexamethylphosphoric acid triamide / 20 h / Ambient temperature
3: diethyl ether
4: hydrogen, ethylene diamine / nickel acetate/sodium borohydride / ethanol
5: imidazole / dimethylformamide / 17 h / 78 °C
With
pyridine; 1H-imidazole; potassium hydroxide; n-butyllithium; hydrogen; ethylenediamine; p-toluenesulfonyl chloride;
sodium tetrahydroborate; nickel diacetate;
In
N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; N,N-dimethyl-formamide;