Technology Process of 6-formyl-8-methoxy-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl ester
There total 9 articles about 6-formyl-8-methoxy-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide;
In
dichloromethane;
at 20 ℃;
for 1h;
DOI:10.1021/jo040211c
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 93 percent / LiAlH4 / tetrahydrofuran / 2 h / 20 °C
2.1: 98 percent / NaH / tetrahydrofuran / 1 h / 20 °C
3.1: 82 percent / N-bromosuccinimide / tetrahydrofuran / -78 - 20 °C
4.1: t-BuLi / diethyl ether; pentane / 0.25 h / -78 °C
4.2: 92 percent / diethyl ether; pentane / 1 h / -78 - 20 °C
5.1: 85 percent / K2CO3 / ethanol; tetrahydrofuran; H2O / 23 h / 20 °C
6.1: 85 percent / TBAF / tetrahydrofuran / 1 h / 0 °C
7.1: 76 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH2Cl2 / 1 h / 20 °C
With
N-Bromosuccinimide; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; potassium carbonate; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; pentane;
DOI:10.1021/jo040211c
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 98 percent / NaH / tetrahydrofuran / 1 h / 20 °C
2.1: 82 percent / N-bromosuccinimide / tetrahydrofuran / -78 - 20 °C
3.1: t-BuLi / diethyl ether; pentane / 0.25 h / -78 °C
3.2: 92 percent / diethyl ether; pentane / 1 h / -78 - 20 °C
4.1: 85 percent / K2CO3 / ethanol; tetrahydrofuran; H2O / 23 h / 20 °C
5.1: 85 percent / TBAF / tetrahydrofuran / 1 h / 0 °C
6.1: 76 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH2Cl2 / 1 h / 20 °C
With
N-Bromosuccinimide; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; potassium carbonate; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; pentane;
DOI:10.1021/jo040211c