Technology Process of 3-((2R,3R)-3-Acetyl-1-benzyloxycarbonyl-3-ethyl-1,2,3,6-tetrahydro-pyridin-2-yl)-indole-1-carboxylic acid methyl ester
There total 10 articles about 3-((2R,3R)-3-Acetyl-1-benzyloxycarbonyl-3-ethyl-1,2,3,6-tetrahydro-pyridin-2-yl)-indole-1-carboxylic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium hexamethylsilazane;
In
tetrahydrofuran;
at -80 - -70 ℃;
for 0.333333h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 58 percent / NaAl(MeOCH2CH2O)2H2 / tetrahydrofuran / 0.5 h / -70 °C
2: 1.) O2, methylene blue; 2.) SnCl2 / 1.) CH2Cl2, -60 deg C, 30 min, irradiation; 2.) EtOAc, -60 deg C -> 5 deg C, 2h
3: 93 percent / 2percent HCl / methanol; H2O / 0.17 h / Ambient temperature
4: Et3N / CH2Cl2 / 0.25 h / 0 °C
5: H2, Et3N / 10percent Pd-C / methanol / 1.5 h / Ambient temperature
6: 85 percent / TsOH / CH2Cl2 / 0.17 h / 0 °C
7: 63 percent / t-BuOK / 2-methyl-propan-2-ol; benzene / 0.08 h / 90 - 100 °C
8: 84 percent / HOAc / methanol; H2O / 1.5 h / 90 °C
9: 67 percent / (Me3Si)2NK / tetrahydrofuran / 0.33 h / -80 - -70 °C
With
hydrogenchloride; potassium tert-butylate; hydrogen; oxygen; methylene blue; potassium hexamethylsilazane; toluene-4-sulfonic acid; acetic acid; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; tin(ll) chloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol; benzene;
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 58 percent / NaAl(MeOCH2CH2O)2H2 / tetrahydrofuran / 0.5 h / -70 °C
2: 1.) O2, methylene blue; 2.) SnCl2 / 1.) CH2Cl2, -60 deg C, 30 min, irradiation; 2.) EtOAc, -60 deg C -> 5 deg C, 2h
3: 93 percent / 2percent HCl / methanol; H2O / 0.17 h / Ambient temperature
4: Et3N / CH2Cl2 / 0.25 h / 0 °C
5: H2, Et3N / 10percent Pd-C / methanol / 1.5 h / Ambient temperature
6: 85 percent / TsOH / CH2Cl2 / 0.17 h / 0 °C
7: 63 percent / t-BuOK / 2-methyl-propan-2-ol; benzene / 0.08 h / 90 - 100 °C
8: 84 percent / HOAc / methanol; H2O / 1.5 h / 90 °C
9: 67 percent / (Me3Si)2NK / tetrahydrofuran / 0.33 h / -80 - -70 °C
With
hydrogenchloride; potassium tert-butylate; hydrogen; oxygen; methylene blue; potassium hexamethylsilazane; toluene-4-sulfonic acid; acetic acid; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; tin(ll) chloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol; benzene;
