Technology Process of (2R,3R)-2-[(3-chlorophenyl)-(2-methoxyphenoxy)-methyl]morpholine
There total 11 articles about (2R,3R)-2-[(3-chlorophenyl)-(2-methoxyphenoxy)-methyl]morpholine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 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 / 20 °C
3.2: 65 °C
4.1: Et3N / ethyl acetate / -20 °C
5.1: Et3N / ethyl acetate / -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
9.1: CH2Cl2 / 20 °C
10.1: NaH / tetrahydrofuran / 0 - 20 °C
10.2: 1-(p-toluenesulfonyl)imidazole / tetrahydrofuran / 20 °C
11.1: TFA / CH2Cl2 / 2 h / 20 °C
With
titanium(IV) isopropylate; hydrogenchloride; sodium hydroxide; diethyl (2R,3R)-tartrate; Cumene hydroperoxide; sodium hydride; diisobutylaluminium hydride; triethylamine; methyl tributylammonium chloride; trifluoroacetic acid;
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 10 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 / 20 °C
2.2: 65 °C
3.1: Et3N / ethyl acetate / -20 °C
4.1: Et3N / ethyl acetate / -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
8.1: CH2Cl2 / 20 °C
9.1: NaH / tetrahydrofuran / 0 - 20 °C
9.2: 1-(p-toluenesulfonyl)imidazole / tetrahydrofuran / 20 °C
10.1: TFA / CH2Cl2 / 2 h / 20 °C
With
titanium(IV) isopropylate; hydrogenchloride; sodium hydroxide; diethyl (2R,3R)-tartrate; Cumene hydroperoxide; sodium hydride; triethylamine; methyl tributylammonium chloride; trifluoroacetic acid;
4 A molecular sieve;
In
tetrahydrofuran; dichloromethane; ethyl acetate; isopropyl alcohol; toluene;
1.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2005.06.012