Technology Process of 2-(p-Tolylsulfonyl)ethyl 5-<(tert-Butyldimethylsilyl)oxy>-3-methyl-2(S),3(R)-epoxypentanoate
There total 6 articles about 2-(p-Tolylsulfonyl)ethyl 5-<(tert-Butyldimethylsilyl)oxy>-3-methyl-2(S),3(R)-epoxypentanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dmap; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine;
In
dichloromethane;
at 25 ℃;
for 16h;
DOI:10.1021/jo00197a002
- Guidance literature:
-
Multi-step reaction with 5 steps
1: imidazole / dimethylformamide / 13 h / 25 °C
2: Dibal-H (1 M hexane solution) / diethyl ether / 1) -78 deg C, 10 min, 2) 25 deg C, 1.5 h
3: 81 percent / (-)-diethyl tartrate, titanium(IV)isopropoxide, tert-butyl hydroperoxide (3.98 M toluene solution) / CH2Cl2 / 17 h / -20 °C
4: KMnO4, Bu4NBr / H2O; benzene / 28 h / 25 °C
5: 56 percent / triethylamine, N,N-bis<2-oxo-3-oxazolidinyl>phosphorodiamidic chloride, 4-(dimethylamino)pyridine / CH2Cl2 / 16 h / 25 °C
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; potassium permanganate; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; tetrabutylammomium bromide; diisobutylaluminium hydride; (-)-diethyl tartrate; triethylamine;
In
diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00197a002
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 81 percent / (-)-diethyl tartrate, titanium(IV)isopropoxide, tert-butyl hydroperoxide (3.98 M toluene solution) / CH2Cl2 / 17 h / -20 °C
2: KMnO4, Bu4NBr / H2O; benzene / 28 h / 25 °C
3: 56 percent / triethylamine, N,N-bis<2-oxo-3-oxazolidinyl>phosphorodiamidic chloride, 4-(dimethylamino)pyridine / CH2Cl2 / 16 h / 25 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; potassium permanganate; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; tetrabutylammomium bromide; (-)-diethyl tartrate; triethylamine;
In
dichloromethane; water; benzene;
DOI:10.1021/jo00197a002
