Technology Process of 1-(3-(2,6-dimethyl-4-(3-oxo-3-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propyl)phenoxy)propyl)azetidine-3-carboxylic acid
There total 13 articles about 1-(3-(2,6-dimethyl-4-(3-oxo-3-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propyl)phenoxy)propyl)azetidine-3-carboxylic acid 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:
-
With
N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 75 ℃;
for 7h;
DOI:10.1021/jm4014373
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: ozone / methanol / -65 °C
1.2: 2 h / 20 - 35 °C
2.1: thionyl chloride / 0.5 h / 0 °C
3.1: sodium methylate / methanol / 1 h / Reflux
4.1: triphenylphosphine; tetrachloromethane / tetrachloromethane / 65 °C
5.1: sodium ethanolate / ethanol / 0.08 h / 20 °C
5.2: 1 h / 20 °C
5.3: 1 h / 75 °C
6.1: lithium hydroxide; water / ethanol / 2 h / 75 °C
7.1: diethyl ether / 35 °C
8.1: hydrogenchloride / ethanol; isopropyl alcohol / 20 h / 20 °C
9.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 3 h / 20 °C / 1125.11 Torr
10.1: sodium hydroxide / water; isopropyl alcohol / 5 h / 70 °C
11.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C
12.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 7 h / 75 °C
With
hydrogenchloride; tetrachloromethane; thionyl chloride; palladium 10% on activated carbon; water; hydrogen; sodium methylate; sodium ethanolate; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; lithium hydroxide;
In
tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
3.1: |Dieckmann Condensation;
DOI:10.1021/jm4014373
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: thionyl chloride / 0.5 h / 0 °C
2.1: sodium methylate / methanol / 1 h / Reflux
3.1: triphenylphosphine; tetrachloromethane / tetrachloromethane / 65 °C
4.1: sodium ethanolate / ethanol / 0.08 h / 20 °C
4.2: 1 h / 20 °C
4.3: 1 h / 75 °C
5.1: lithium hydroxide; water / ethanol / 2 h / 75 °C
6.1: diethyl ether / 35 °C
7.1: hydrogenchloride / ethanol; isopropyl alcohol / 20 h / 20 °C
8.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 3 h / 20 °C / 1125.11 Torr
9.1: sodium hydroxide / water; isopropyl alcohol / 5 h / 70 °C
10.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C
11.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 7 h / 75 °C
With
hydrogenchloride; tetrachloromethane; thionyl chloride; palladium 10% on activated carbon; water; hydrogen; sodium methylate; sodium ethanolate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; lithium hydroxide;
In
tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
2.1: |Dieckmann Condensation;
DOI:10.1021/jm4014373