Technology Process of (2R,3'R)-1-Acetyl-2-(2-benzyloxy-ethyl)-2'-ethoxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-5'-one
There total 13 articles about (2R,3'R)-1-Acetyl-2-(2-benzyloxy-ethyl)-2'-ethoxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-5'-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: Et3N / DMAP / CH2Cl2 / 0 deg C to room temperature
2: 95 percent / H2 / 10percent Pd/C / toluene; ethanol / 18 h / 760 Torr
3: toluene / Ambient temperature
4: 1.5 M n-BuLi / 2-methyl-propan-2-ol; tetrahydrofuran; hexane; toluene / 0.5 h / 5 °C
5: toluene
6: 20percent aq. HCl / ethanol / Ambient temperature
7: 98 percent / dimethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / Ambient temperature
8: 54 percent / NaBH4, 2 N H2SO4 / ethanol / 0 °C
9: 1.) Et3N, MeSO2Cl / 1.) THF, -30 deg C to room temperature, 15 min, 2.) 90 min
With
hydrogenchloride; sodium tetrahydroborate; n-butyllithium; sulfuric acid; hydrogen; methanesulfonyl chloride; dimethyl azodicarboxylate; triethylamine; triphenylphosphine;
dmap; palladium on activated charcoal;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)90540-X
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 95 percent / H2 / 10percent Pd/C / toluene; ethanol / 18 h / 760 Torr
2: toluene / Ambient temperature
3: 1.5 M n-BuLi / 2-methyl-propan-2-ol; tetrahydrofuran; hexane; toluene / 0.5 h / 5 °C
4: toluene
5: 20percent aq. HCl / ethanol / Ambient temperature
6: 98 percent / dimethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / Ambient temperature
7: 54 percent / NaBH4, 2 N H2SO4 / ethanol / 0 °C
8: 1.) Et3N, MeSO2Cl / 1.) THF, -30 deg C to room temperature, 15 min, 2.) 90 min
With
hydrogenchloride; sodium tetrahydroborate; n-butyllithium; sulfuric acid; hydrogen; methanesulfonyl chloride; dimethyl azodicarboxylate; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; hexane; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)90540-X
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 93 percent / 1.5 M DIBAL-H / toluene / Ambient temperature
2: 82 percent / pyridine/CrO3 complex / CH2Cl2
3: toluene / Ambient temperature
4: 1.5 M n-BuLi / 2-methyl-propan-2-ol; tetrahydrofuran; hexane; toluene / 0.5 h / 5 °C
5: toluene
6: 20percent aq. HCl / ethanol / Ambient temperature
7: 98 percent / dimethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / Ambient temperature
8: 54 percent / NaBH4, 2 N H2SO4 / ethanol / 0 °C
9: 1.) Et3N, MeSO2Cl / 1.) THF, -30 deg C to room temperature, 15 min, 2.) 90 min
With
pyridine; chromium(VI) oxide; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; sulfuric acid; diisobutylaluminium hydride; methanesulfonyl chloride; dimethyl azodicarboxylate; triethylamine; triphenylphosphine;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)90540-X