Technology Process of (1R,2'R,1'''R,3'''S)-[1-(2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-hydroxyethyl)-2-methylpropyl]carbamic acid benzyl ester
There total 18 articles about (1R,2'R,1'''R,3'''S)-[1-(2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-hydroxyethyl)-2-methylpropyl]carbamic acid benzyl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
for 14h;
DOI:10.1021/ol048252i
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 0.25 g / CH2Cl2 / 14 h / 0 - 20 °C
2: aq. NaOH / ethanol / 12 h / 20 °C
3: H2 / Pd/C / methanol / 16 h / 20 °C
4: Et3N / tetrahydrofuran / 1 h / -40 °C
5: 0.80 g / NaBH4 / tetrahydrofuran; H2O / 1 h / 0 - 20 °C
6: 100 percent / imidazole / dimethylformamide / 36 h / 20 °C
7: 72 percent / thioanisole; CF3COOH / CH2Cl2 / 4.5 h / 0 - 20 °C
8: 76 percent / i-Pr2NEt; DEPBT / dimethylformamide / 14 h / 0 - 20 °C
With
1H-imidazole; sodium hydroxide; sodium tetrahydroborate; methyl-phenyl-thioether; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
1: Wiitig olefination;
DOI:10.1021/ol048252i
- Guidance literature:
-
Multi-step reaction with 9 steps
1: NaBr; TEMPO; NaOCl / H2O; toluene; ethyl acetate / 4 h / 0 °C
2: 0.25 g / CH2Cl2 / 14 h / 0 - 20 °C
3: aq. NaOH / ethanol / 12 h / 20 °C
4: H2 / Pd/C / methanol / 16 h / 20 °C
5: Et3N / tetrahydrofuran / 1 h / -40 °C
6: 0.80 g / NaBH4 / tetrahydrofuran; H2O / 1 h / 0 - 20 °C
7: 100 percent / imidazole / dimethylformamide / 36 h / 20 °C
8: 72 percent / thioanisole; CF3COOH / CH2Cl2 / 4.5 h / 0 - 20 °C
9: 76 percent / i-Pr2NEt; DEPBT / dimethylformamide / 14 h / 0 - 20 °C
With
1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydroxide; sodium hypochlorite; sodium tetrahydroborate; methyl-phenyl-thioether; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; sodium bromide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
2: Wiitig olefination;
DOI:10.1021/ol048252i
