Technology Process of (2S,3R)-3-(3-carboxy-5-propoxyphenyl)pyrrolidine-2-carboxylic acid hydrochloride
There total 13 articles about (2S,3R)-3-(3-carboxy-5-propoxyphenyl)pyrrolidine-2-carboxylic acid hydrochloride which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogenchloride; acetic acid;
In
diethyl ether;
at 20 ℃;
for 18h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 1H-imidazole / dichloromethane / 24 h / 20 °C
2.1: dmap / acetonitrile / 0 - 20 °C
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C
3.2: 0.75 h / -78 °C
3.3: 1.41 h / 0 - 20 °C
4.1: n-butyllithium / diethyl ether / 1.08 h / -78 °C / Inert atmosphere
4.2: 0.43 h / -78 - -42 °C / Inert atmosphere
5.1: borane-THF / tetrahydrofuran / 20.08 h / Inert atmosphere; Reflux
5.2: 0.5 h / 0 °C / Inert atmosphere
5.3: 1.08 h / 20 °C / Inert atmosphere
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C
7.1: sodium periodate; ruthenium(III) trichloride hydrate / water; ethyl acetate; acetonitrile / 1.5 h / 0 - 20 °C
8.1: acetic acid; hydrogenchloride / diethyl ether / 18 h / 20 °C / Inert atmosphere
With
1H-imidazole; hydrogenchloride; dmap; sodium periodate; n-butyllithium; borane-THF; ruthenium(III) trichloride hydrate; tetrabutyl ammonium fluoride; acetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C
1.2: 0.75 h / -78 °C
1.3: 1.41 h / 0 - 20 °C
2.1: n-butyllithium / diethyl ether / 1.08 h / -78 °C / Inert atmosphere
2.2: 0.43 h / -78 - -42 °C / Inert atmosphere
3.1: borane-THF / tetrahydrofuran / 20.08 h / Inert atmosphere; Reflux
3.2: 0.5 h / 0 °C / Inert atmosphere
3.3: 1.08 h / 20 °C / Inert atmosphere
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C
5.1: sodium periodate; ruthenium(III) trichloride hydrate / water; ethyl acetate; acetonitrile / 1.5 h / 0 - 20 °C
6.1: acetic acid; hydrogenchloride / diethyl ether / 18 h / 20 °C / Inert atmosphere
With
hydrogenchloride; sodium periodate; n-butyllithium; borane-THF; ruthenium(III) trichloride hydrate; tetrabutyl ammonium fluoride; acetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; diethyl ether; water; ethyl acetate; acetonitrile;