Technology Process of methyl [3-[[(2S)-[(2R)-(3-chlorophenyl)-2-hydroxyethyl]amino]propyl]-1H-indol-7-yloxy]acetate
There total 10 articles about methyl [3-[[(2S)-[(2R)-(3-chlorophenyl)-2-hydroxyethyl]amino]propyl]-1H-indol-7-yloxy]acetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: phosphorus oxychloride / 2 h / 20 °C
2: ammonium acetate; Ac2O; AcONa / AcOH / 2 h / Heating
3: LiAlH4 / tetrahydrofuran; diethyl ether / 5.5 h / Heating
4: 47 percent / methanol / 28 h / 20 °C
5: 36 percent / Et3N / tetrahydrofuran / 16 h / 20 °C
6: H2 / Rh/C / ethanol / 50 - 55 °C / atmospheric pressure
7: K2CO3; KI / methanol; acetone / Heating
8: aq. NaOH / ethanol / Heating
9: SOCl2 / 0 - 20 °C
With
ammonium acetate; sodium hydroxide; lithium aluminium tetrahydride; thionyl chloride; hydrogen; sodium acetate; acetic anhydride; potassium carbonate; triethylamine; potassium iodide; trichlorophosphate;
Rh on carbon; acetic acid;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; acetone;
1: Vilsmeier reaction;
DOI:10.1248/cpb.53.184
- Guidance literature:
-
Multi-step reaction with 8 steps
1: ammonium acetate; Ac2O; AcONa / AcOH / 2 h / Heating
2: LiAlH4 / tetrahydrofuran; diethyl ether / 5.5 h / Heating
3: 47 percent / methanol / 28 h / 20 °C
4: 36 percent / Et3N / tetrahydrofuran / 16 h / 20 °C
5: H2 / Rh/C / ethanol / 50 - 55 °C / atmospheric pressure
6: K2CO3; KI / methanol; acetone / Heating
7: aq. NaOH / ethanol / Heating
8: SOCl2 / 0 - 20 °C
With
ammonium acetate; sodium hydroxide; lithium aluminium tetrahydride; thionyl chloride; hydrogen; sodium acetate; acetic anhydride; potassium carbonate; triethylamine; potassium iodide;
Rh on carbon; acetic acid;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; acetone;
DOI:10.1248/cpb.53.184
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 47 percent / methanol / 28 h / 20 °C
2: 36 percent / Et3N / tetrahydrofuran / 16 h / 20 °C
3: H2 / Rh/C / ethanol / 50 - 55 °C / atmospheric pressure
4: K2CO3; KI / methanol; acetone / Heating
5: aq. NaOH / ethanol / Heating
6: SOCl2 / 0 - 20 °C
With
sodium hydroxide; thionyl chloride; hydrogen; potassium carbonate; triethylamine; potassium iodide;
Rh on carbon;
In
tetrahydrofuran; methanol; ethanol; acetone;
DOI:10.1248/cpb.53.184