Technology Process of (2R/S)-N-(3-(2,6-dimethyl-4-(3-oxo-3-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydro-cyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propyl)phenoxy)-2-hydroxypropyl)-2-hydroxyacetamide
There total 11 articles about (2R/S)-N-(3-(2,6-dimethyl-4-(3-oxo-3-((3bS,4aR)-3,4,4-trimethyl-3b,4,4a,5-tetrahydro-cyclopropa[3,4]cyclopenta[1,2-c]thiophen-1-yl)propyl)phenoxy)-2-hydroxypropyl)-2-hydroxyacetamide 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
O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 20 ℃;
for 1h;
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 / 24 h / 20 °C
11.1: ammonia / methanol / 4 h / 60 °C / Sealed tube
12.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C
With
hydrogenchloride; tetrachloromethane; thionyl chloride; palladium 10% on activated carbon; ammonia; water; hydrogen; sodium methylate; sodium ethanolate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; lithium hydroxide;
In
tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; 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 / 24 h / 20 °C
10.1: ammonia / methanol / 4 h / 60 °C / Sealed tube
11.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C
With
hydrogenchloride; tetrachloromethane; thionyl chloride; palladium 10% on activated carbon; ammonia; water; hydrogen; sodium methylate; sodium ethanolate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; lithium hydroxide;
In
tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; isopropyl alcohol;
2.1: |Dieckmann Condensation;
DOI:10.1021/jm4014373