Technology Process of 3-Oxazolidinecarboxylic acid,
4-[(1R,4S)-1,4-dihydroxy-2-hexadecynyl]-2,2-dimethyl-,
1,1-dimethylethyl ester, (4S)-
There total 1 articles about 3-Oxazolidinecarboxylic acid,
4-[(1R,4S)-1,4-dihydroxy-2-hexadecynyl]-2,2-dimethyl-,
1,1-dimethylethyl ester, (4S)- 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
1.1: 88 percent / PPh3; N-chlorosuccinimide / CH2Cl2 / 3 h / 0 - 20 °C
2.1: 88 percent / AD-mix-α; MeSO2NH2; NaHCO3 / 2-methyl-propan-2-ol; H2O / 8 h / 0 °C
3.1: 98 percent / p-TsOH / CH2Cl2 / 2 h / 20 °C
4.1: hexamethylphosphoramide; n-BuLi / tetrahydrofuran; hexane / 1 h / -42 - 20 °C
5.1: 97 percent / imidazole / dimethylformamide / 20 °C
6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
6.2: 71 percent / tetrahydrofuran; hexane / 4 h / -78 - 20 °C
7.1: 91 percent / n-Bu4NF / tetrahydrofuran / 1 h / 20 °C
With
1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; AD-mix-α; N-chloro-succinimide; n-butyllithium; methanesulfonamide; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triphenylphosphine;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
1.1: Mitsunobu reaction;
DOI:10.1021/jo026240+
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 1.93 g / hydrogen / Pd(OH)2 / ethyl acetate / 168 h / 20 °C
2: 93 percent / acetic acid / H2O / 24 h / 20 °C
3: 87 percent / PPTS / CH2Cl2 / 24 h / 20 °C
With
hydrogen; pyridinium p-toluenesulfonate; acetic acid;
palladium dihydroxide;
In
dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetasy.2007.08.028
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 1.93 g / hydrogen / Pd(OH)2 / ethyl acetate / 168 h / 20 °C
2: 93 percent / acetic acid / H2O / 24 h / 20 °C
3: 87 percent / PPTS / CH2Cl2 / 24 h / 20 °C
4: pyridine / 48 h / 4 °C
With
pyridine; hydrogen; pyridinium p-toluenesulfonate; acetic acid;
palladium dihydroxide;
In
dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetasy.2007.08.028