Technology Process of (2S,3S)-[3-(3-chlorophenyl)-2-hydroxy-3-(2-methoxyphenoxy)]-(1-hydroxyethylamino)propane
There total 7 articles about (2S,3S)-[3-(3-chlorophenyl)-2-hydroxy-3-(2-methoxyphenoxy)]-(1-hydroxyethylamino)propane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 98 percent / DIBAL-H / tetrahydrofuran / 5.5 h / 0 °C
2.1: diethyl L-tartrate; titanium isopropoxide; cumene hydroperoxide / 4 Angstroem molecular sieves / CH2Cl2 / 9 h / -35 °C
3.1: aq. NaOH; methyltributylammonium chloride / CH2Cl2 / 2 h / 20 °C
3.2: 3 h / 65 °C
4.1: Et3N / ethyl acetate / 0.25 h / -20 °C
5.1: Et3N / ethyl acetate / 0.25 h / -20 °C
6.1: aq. HCl / ethyl acetate / -20 - 20 °C
7.1: aq. NaOH; methyltributylammonium chloride / toluene / 20 °C
8.1: propan-2-ol / Heating
With
titanium(IV) isopropylate; hydrogenchloride; sodium hydroxide; diethyl (2R,3R)-tartrate; Cumene hydroperoxide; diisobutylaluminium hydride; triethylamine; methyl tributylammonium chloride;
4 A molecular sieve;
In
tetrahydrofuran; dichloromethane; ethyl acetate; isopropyl alcohol; toluene;
2.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2005.06.012
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: diethyl L-tartrate; titanium isopropoxide; cumene hydroperoxide / 4 Angstroem molecular sieves / CH2Cl2 / 9 h / -35 °C
2.1: aq. NaOH; methyltributylammonium chloride / CH2Cl2 / 2 h / 20 °C
2.2: 3 h / 65 °C
3.1: Et3N / ethyl acetate / 0.25 h / -20 °C
4.1: Et3N / ethyl acetate / 0.25 h / -20 °C
5.1: aq. HCl / ethyl acetate / -20 - 20 °C
6.1: aq. NaOH; methyltributylammonium chloride / toluene / 20 °C
7.1: propan-2-ol / Heating
With
titanium(IV) isopropylate; hydrogenchloride; sodium hydroxide; diethyl (2R,3R)-tartrate; Cumene hydroperoxide; triethylamine; methyl tributylammonium chloride;
4 A molecular sieve;
In
dichloromethane; ethyl acetate; isopropyl alcohol; toluene;
1.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2005.06.012
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: aq. NaOH; methyltributylammonium chloride / CH2Cl2 / 2 h / 20 °C
1.2: 3 h / 65 °C
2.1: Et3N / ethyl acetate / 0.25 h / -20 °C
3.1: Et3N / ethyl acetate / 0.25 h / -20 °C
4.1: aq. HCl / ethyl acetate / -20 - 20 °C
5.1: aq. NaOH; methyltributylammonium chloride / toluene / 20 °C
6.1: propan-2-ol / Heating
With
hydrogenchloride; sodium hydroxide; triethylamine; methyl tributylammonium chloride;
In
dichloromethane; ethyl acetate; isopropyl alcohol; toluene;
DOI:10.1016/j.tetasy.2005.06.012
