Technology Process of (2R,3R,4S)-4-(2,3-Dihydro-benzofuran-5-yl)-2-(4-ethyl-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester
There total 12 articles about (2R,3R,4S)-4-(2,3-Dihydro-benzofuran-5-yl)-2-(4-ethyl-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: KO-tBu / tetrahydrofuran / 3.5 h / 20 °C
2.1: H2 / RaNi / ethyl acetate / 4 h / 20 °C / 3102.97 Torr
2.2: TFA; H2 / 24 h
3.1: DBU / toluene / 12 h / Heating
4.1: CH2Cl2 / 2 h / 20 °C
5.1: aq. NaOH / 2 h / 20 °C
6.1: diethyl ether
7.1: aq. HCl
With
hydrogenchloride; sodium hydroxide; potassium tert-butylate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene;
RaNi;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; toluene;
1.1: Henry reaction / 2.1: Michael addition / 8.1: Fischer esterification;
DOI:10.1021/jm010237l
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: TEA / CH2Cl2
2.1: LiCl
3.1: NaH / tetrahydrofuran
4.1: KO-tBu / tetrahydrofuran / 3.5 h / 20 °C
5.1: H2 / RaNi / ethyl acetate / 4 h / 20 °C / 3102.97 Torr
5.2: TFA; H2 / 24 h
6.1: DBU / toluene / 12 h / Heating
7.1: CH2Cl2 / 2 h / 20 °C
8.1: aq. NaOH / 2 h / 20 °C
9.1: diethyl ether
10.1: aq. HCl
With
hydrogenchloride; sodium hydroxide; TEA; potassium tert-butylate; hydrogen; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride;
RaNi;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; toluene;
4.1: Michael addition / 10.1: Fischer esterification;
DOI:10.1021/jm010237l
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: KO-tBu / tetrahydrofuran / 3.5 h / 20 °C
2.1: H2 / RaNi / ethyl acetate / 4 h / 20 °C / 3102.97 Torr
2.2: TFA; H2 / 24 h
3.1: DBU / toluene / 12 h / Heating
4.1: CH2Cl2 / 2 h / 20 °C
5.1: aq. NaOH / 2 h / 20 °C
6.1: diethyl ether
7.1: aq. HCl
With
hydrogenchloride; sodium hydroxide; potassium tert-butylate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene;
RaNi;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; toluene;
1.1: Michael addition / 7.1: Fischer esterification;
DOI:10.1021/jm010237l