Technology Process of (R,R,R,R)-N(1)-2-(4'-methoxyphenyl)-3,4-dihydroxy-5-methylpyrrolidine
There total 7 articles about (R,R,R,R)-N(1)-2-(4'-methoxyphenyl)-3,4-dihydroxy-5-methylpyrrolidine 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:
-
(R,R,R,R)-N(1)-2-(4'-methoxyphenyl)-3,4-diacetoxy-5-methylpyrrolidine;
With
potassium carbonate;
In
methanol;
at 20 ℃;
for 6h;
With
water;
In
methanol; dichloromethane;
DOI:10.1016/j.tet.2012.03.045
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: iodine; sodium hydrogencarbonate / acetonitrile / -20 - 20 °C / Inert atmosphere
3.1: acetic acid / 24 h / 30 °C / Inert atmosphere
4.1: hydrogenchloride / methanol / 5 h / 50 °C
5.1: pyridine / dichloromethane / 16 h / 20 °C / Inert atmosphere
6.1: 20 % Pd(OH)2/C; hydrogen / methanol / 8 h / 20 °C / 760.05 Torr
7.1: potassium carbonate / methanol / 6 h / 20 °C
With
pyridine; hydrogenchloride; n-butyllithium; 20 % Pd(OH)2/C; hydrogen; iodine; sodium hydrogencarbonate; potassium carbonate; acetic acid;
In
tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile;
1.2: Wittig reaction;
DOI:10.1016/j.tet.2012.03.045
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere
1.2: 12 h / 0 - 20 °C / Inert atmosphere
2.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
2.2: -78 - 20 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
3.2: -78 - 20 °C / Inert atmosphere
4.1: iodine; sodium hydrogencarbonate / acetonitrile / -20 - 20 °C / Inert atmosphere
5.1: acetic acid / 24 h / 30 °C / Inert atmosphere
6.1: hydrogenchloride / methanol / 5 h / 50 °C
7.1: pyridine / dichloromethane / 16 h / 20 °C / Inert atmosphere
8.1: 20 % Pd(OH)2/C; hydrogen / methanol / 8 h / 20 °C / 760.05 Torr
9.1: potassium carbonate / methanol / 6 h / 20 °C
With
pyridine; hydrogenchloride; n-butyllithium; 20 % Pd(OH)2/C; hydrogen; iodine; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; acetic acid;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil;
3.2: Wittig reaction;
DOI:10.1016/j.tet.2012.03.045
