Technology Process of (7aR,10R,12S)-7a,8,9,10-tetrahydro-10-ethynyl-12-phenyl-12H-naphtho[1,2-e]pyrrolo[2,1-b][1,3]oxazine
There total 1 articles about (7aR,10R,12S)-7a,8,9,10-tetrahydro-10-ethynyl-12-phenyl-12H-naphtho[1,2-e]pyrrolo[2,1-b][1,3]oxazine 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:
-
In
tetrahydrofuran;
at -40 - 0 ℃;
diastereoselective reaction;
Inert atmosphere;
DOI:10.1021/jo200069m
- Guidance literature:
-
With
Lindlar's catalyst; hydrogen;
In
tetrahydrofuran;
at 20 ℃;
for 0.166667h;
under 760.051 Torr;
DOI:10.1021/jo200069m
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: Lindlar's catalyst; hydrogen / tetrahydrofuran / 0.17 h / 20 °C / 760.05 Torr
2.1: diethyl ether / 1 h / -40 °C
3.1: sodium hydroxide / tetrahydrofuran; methanol; water / 1 h / 60 °C
3.2: 0.5 h / 20 °C
4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 12 h / Inert atmosphere; Reflux
5.1: sodium hydrogencarbonate / ethyl acetate / 40 h / 10 °C
6.1: methanol / 8 h / Reflux
7.1: hydrogen; boric acid / methanol; water / 3 h / 20 °C / 760.05 Torr
8.1: dmap; triethylamine / dichloromethane / 12 h / 20 °C
9.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
9.2: 1 h / 20 °C
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; Lindlar's catalyst; hydrogen; boric acid; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo200069m
