Technology Process of Dimethyl 3-methyl-8-(phenylsulfonyl)-1,2(S),3(R),3a(R),8,8a(S)-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate
There total 7 articles about Dimethyl 3-methyl-8-(phenylsulfonyl)-1,2(S),3(R),3a(R),8,8a(S)-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen;
palladium dihydroxide;
In
methanol;
for 60h;
Ambient temperature;
DOI:10.1021/jo00094a041
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 70 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 60 min then -78 deg C to r.t.
2: 99 percent / MMPP / tetrahydrofuran / 3 h / Ambient temperature
3: 1.) lithium 2-thienylcuprate, 2.) TMSCl / 1.) Et2O, hexane, -70 deg C to -55 deg C, 2.) Et2O, hexane, THF, -70 deg C to r.t, 4 h
4: 23 percent / LDA / tetrahydrofuran / 1.) -70 deg C, 50 min, 2.) -70 deg C, 5 min
5: 78 percent / MMPP / tetrahydrofuran / 4 h / Ambient temperature
6: 70 percent / H2 / Pd(OH)2/C / methanol / 60 h / Ambient temperature
With
chloro-trimethyl-silane; lithium 2-thienylcuprate; hydrogen; lithium diisopropyl amide;
palladium dihydroxide;
In
tetrahydrofuran; methanol;
DOI:10.1021/jo00094a041
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 72 percent / MMPP / tetrahydrofuran / 1.) 0 deg C to r.t., 2.) r.t, overnight
2: 1.) lithium 2-thienylcuprate, 2.) TMSCl / 1.) Et2O, hexane, -70 deg C to -55 deg C, 2.) Et2O, hexane, THF, -70 deg C to r.t, 4 h
3: 23 percent / LDA / tetrahydrofuran / 1.) -70 deg C, 50 min, 2.) -70 deg C, 5 min
4: 78 percent / MMPP / tetrahydrofuran / 4 h / Ambient temperature
5: 70 percent / H2 / Pd(OH)2/C / methanol / 60 h / Ambient temperature
With
chloro-trimethyl-silane; lithium 2-thienylcuprate; hydrogen; lithium diisopropyl amide;
palladium dihydroxide;
In
tetrahydrofuran; methanol;
DOI:10.1021/jo00094a041
