HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylalumanylium chloride → 5-(6-Chloro-2-hexyl-indol-1-yl)-3-(S)-methyl-5-oxo-pentanoic acid (tert-butyl-diphenyl-silanyl)-methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylalumanylium chloride | HCID 16686359 | — |
| Reactant | 5-Chloro-2-hexyl-1-methyl-1H-indole | HCID 66644172 | — |
| Reactant | 4-chlorocarbonyl-3-(R)-methyl-butyric acid (tert-butyl-diphenyl-silanyl)-methyl ester | HCID 86665260 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(6-Chloro-2-hexyl-indol-1-yl)-3-(S)-methyl-5-oxo-pentanoic acid (tert-butyl-diphenyl-silanyl)-methyl ester | HCID 66644137 | — |
Reaction Steps
To the solution of 5-chloro-2-hexyl-1-methyl-1H-indole in methylene chloride was added dimethyl aluminum chloride at 0 0 C and was stirred for 60 minutes. Then to this mixture, 4-chlorocarbonyl-3-(R)-methyl-butyric acid (tert-butyl-diphenyl-silanyl)-methyl ester was added and stirred for 3 hours. The reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The product was purified by column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809382B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-b1c0abd4039f4229a8120d64977fc0a5 |
| Source note | uspto-grants-2014_08 |