Technology Process of (4R)-2-[(1'R,2'S)-1',2'-Methano-3'-(tert-butyldiphenylsilyloxy)propyl]-4R-farnesyloxymethyl-4,5-dihydrothiazole
There total 9 articles about (4R)-2-[(1'R,2'S)-1',2'-Methano-3'-(tert-butyldiphenylsilyloxy)propyl]-4R-farnesyloxymethyl-4,5-dihydrothiazole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(4R)-2-[(1'R,2'S)-1',2'-Methano-3'-(tert-butyldiphenylsilyloxy)propyl]-4-hydroxymethyl-4,5-dihydrothiazole;
With
18-crown-6 ether; sodium hydride; sodium iodide;
In
benzene;
for 3h;
farnesyl bromide;
In
benzene;
DOI:10.1039/a904378k
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 97 percent / Et2Zn / hexane; CH2Cl2 / -23 - 0 °C
2.1: 100 percent / H5IO6 / diethyl ether / 10 h / 20 °C
3.1: 97 percent / KMnO4; potassium hydrogen orthophosphate buffer; H2O / 2-methyl-propan-2-ol / 0.08 h / pH 4.4
4.1: N-methylmorpholine / CH2Cl2 / 0.25 h / -10 °C
5.1: N-methylmorpholine / CH2Cl2 / 2 h / 20 °C
6.1: 91 percent / TiCl4 / CH2Cl2 / 2 h / 0 °C
7.1: 82 percent / Et2NH / tetrahydrofuran / 0.08 h
8.1: NaH; NaI; 18-crown-6 / benzene / 3 h
8.2: 55 percent / benzene
With
4-methyl-morpholine; potassium permanganate; 18-crown-6 ether; potassium hydrogen orthophosphate buffer; water; diethylzinc; titanium tetrachloride; sodium hydride; periodic acid; diethylamine; sodium iodide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; tert-butyl alcohol; benzene;
1.1: Addition / 2.1: Oxidation / 3.1: Oxidation / 4.1: Substitution / 5.1: Acylation / 6.1: Cyclization / 7.1: Reduction / 8.1: Metallation / 8.2: Etherification;
DOI:10.1039/a904378k
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 93 percent / Et3N; DMAP / CH2Cl2
2.1: 97 percent / Et2Zn / hexane; CH2Cl2 / -23 - 0 °C
3.1: 100 percent / H5IO6 / diethyl ether / 10 h / 20 °C
4.1: 97 percent / KMnO4; potassium hydrogen orthophosphate buffer; H2O / 2-methyl-propan-2-ol / 0.08 h / pH 4.4
5.1: N-methylmorpholine / CH2Cl2 / 0.25 h / -10 °C
6.1: N-methylmorpholine / CH2Cl2 / 2 h / 20 °C
7.1: 91 percent / TiCl4 / CH2Cl2 / 2 h / 0 °C
8.1: 82 percent / Et2NH / tetrahydrofuran / 0.08 h
9.1: NaH; NaI; 18-crown-6 / benzene / 3 h
9.2: 55 percent / benzene
With
4-methyl-morpholine; dmap; potassium permanganate; 18-crown-6 ether; potassium hydrogen orthophosphate buffer; water; diethylzinc; titanium tetrachloride; sodium hydride; periodic acid; diethylamine; triethylamine; sodium iodide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; tert-butyl alcohol; benzene;
1.1: Etherification / 2.1: Addition / 3.1: Oxidation / 4.1: Oxidation / 5.1: Substitution / 6.1: Acylation / 7.1: Cyclization / 8.1: Reduction / 9.1: Metallation / 9.2: Etherification;
DOI:10.1039/a904378k
