Technology Process of (2E,4Z)-Hexa-2,4-dienedioic acid 2-{(2R,3S)-2-methyl-3-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-oxiranyl}-ethyl ester 2-trimethylsilanyl-ethyl ester
There total 8 articles about (2E,4Z)-Hexa-2,4-dienedioic acid 2-{(2R,3S)-2-methyl-3-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-oxiranyl}-ethyl ester 2-trimethylsilanyl-ethyl 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:
-
Multi-step reaction with 7 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
6: 95 percent / acetic acid; H2O; tetrahydrofuran / 5 h / 25 °C
7: 81 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 13 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
tetrahydrofuran; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00197a002
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 56 percent / triethylamine, N,N-bis<2-oxo-3-oxazolidinyl>phosphorodiamidic chloride, 4-(dimethylamino)pyridine / CH2Cl2 / 16 h / 25 °C
2: 95 percent / acetic acid; H2O; tetrahydrofuran / 5 h / 25 °C
3: 81 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 13 h / 25 °C
With
dmap; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine;
In
tetrahydrofuran; dichloromethane; water; acetic acid;
DOI:10.1021/jo00197a002
