Technology Process of 1-Pyrrolidinecarboxylic acid,
3-[[[[(2-cyclohexylethyl)amino]carbonyl]oxy]methyl]-4-[[[4-methoxy-3-(3-
methoxypropoxy)benzoyl](1-methylethyl)amino]methyl]-,
1,1-dimethylethyl ester, (3S,4R)-
There total 15 articles about 1-Pyrrolidinecarboxylic acid,
3-[[[[(2-cyclohexylethyl)amino]carbonyl]oxy]methyl]-4-[[[4-methoxy-3-(3-
methoxypropoxy)benzoyl](1-methylethyl)amino]methyl]-,
1,1-dimethylethyl ester, (3S,4R)- which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
(3S,4R)-3-hydroxymethyl-4-({isopropyl-[4-methoxy-3-(3-methoxy-propoxy)-benzoyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester;
With
sodium hydride;
In
tetrahydrofuran;
at 0 ℃;
for 0.5h;
cyclohexylmethyl-methyl-carbamoyl chloride;
In
tetrahydrofuran;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: hydrogen / palladium 10% on activated carbon / ethanol
2.1: lithium borohydride / tetrahydrofuran / 20 °C
3.1: Resolution of racemate
4.1: sodium hydride / tetrahydrofuran / 1.5 h / 0 °C
4.2: 2 h / 0 - 20 °C
5.1: Dess-Martin periodane / dichloromethane; water
6.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 5.42 h
7.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 3 h / Heating / reflux
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran
9.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
9.2: 20 °C
With
lithium borohydride; tetrabutyl ammonium fluoride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium tris(acetoxy)borohydride; sodium hydride; Dess-Martin periodane; triethylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: hydrogen / palladium 10% on activated carbon / ethanol
2.1: lithium borohydride / tetrahydrofuran / 20 °C
3.1: Resolution of racemate
4.1: sodium hydride / tetrahydrofuran / 1.5 h / 0 °C
4.2: 2 h / 0 - 20 °C
5.1: Dess-Martin periodane / dichloromethane; water
6.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 5.42 h
7.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 3 h / Heating / reflux
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran
9.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
9.2: 20 °C
With
lithium borohydride; tetrabutyl ammonium fluoride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium tris(acetoxy)borohydride; sodium hydride; Dess-Martin periodane; triethylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane;