Technology Process of (Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-((3aR,5R,6aR)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-oct-5-enoic acid methyl ester
There total 11 articles about (Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-((3aR,5R,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: p-toluenesulfonic acid / 0.5 h / Heating
2: 65 percent / soda lime / benzene / 225 - 235 °C / 5 Torr
3: hydrogen / 5 percent Pd/C / ethyl acetate / 0.17 h
4: 1.) p-toluenesulfonyl chloride, pyridine, 2.) 1 N KOH / 1.) CH2Cl2, 0 deg C, 3 h; room temperature, 20 h, 2.) MeOH/H2O, 0 deg C
5: 1.) n-BuLi / hexamethylphosphoric acid triamide; hexane / 1.) 5 deg C, 2.) room temperature, 20 h
6: diethyl ether
7: hydrogen, ethylene diamine / nickel acetate, sodium borohydride / ethanol; H2O
8: imidazole / dimethylformamide / 17 h / 78 °C
With
pyridine; 1H-imidazole; potassium hydroxide; n-butyllithium; soda lime; hydrogen; toluene-4-sulfonic acid; ethylenediamine; p-toluenesulfonyl chloride;
sodium tetrahydroborate; palladium on activated charcoal; nickel diacetate;
In
N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide; benzene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: hydrogen / 5 percent Pd/C / ethyl acetate / 0.17 h
2: 1.) p-toluenesulfonyl chloride, pyridine, 2.) 1 N KOH / 1.) CH2Cl2, 0 deg C, 3 h; room temperature, 20 h, 2.) MeOH/H2O, 0 deg C
3: 1.) n-BuLi / hexamethylphosphoric acid triamide; hexane / 1.) 5 deg C, 2.) room temperature, 20 h
4: diethyl ether
5: hydrogen, ethylene diamine / nickel acetate, sodium borohydride / ethanol; H2O
6: imidazole / dimethylformamide / 17 h / 78 °C
With
pyridine; 1H-imidazole; potassium hydroxide; n-butyllithium; hydrogen; ethylenediamine; p-toluenesulfonyl chloride;
sodium tetrahydroborate; palladium on activated charcoal; nickel diacetate;
In
N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 65 percent / soda lime / benzene / 225 - 235 °C / 5 Torr
2: hydrogen / 5 percent Pd/C / ethyl acetate / 0.17 h
3: 1.) p-toluenesulfonyl chloride, pyridine, 2.) 1 N KOH / 1.) CH2Cl2, 0 deg C, 3 h; room temperature, 20 h, 2.) MeOH/H2O, 0 deg C
4: 1.) n-BuLi / hexamethylphosphoric acid triamide; hexane / 1.) 5 deg C, 2.) room temperature, 20 h
5: diethyl ether
6: hydrogen, ethylene diamine / nickel acetate, sodium borohydride / ethanol; H2O
7: imidazole / dimethylformamide / 17 h / 78 °C
With
pyridine; 1H-imidazole; potassium hydroxide; n-butyllithium; soda lime; hydrogen; ethylenediamine; p-toluenesulfonyl chloride;
sodium tetrahydroborate; palladium on activated charcoal; nickel diacetate;
In
N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide; benzene;