HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → benzyl (2S)-1-{(2S)-2-[(tert-butoxycarbonyl)amino]propionyl}-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Benzyl (2S)-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate | HCID 11253898 | — |
| Reactant | (2S)-2-[(tert-butoxycarbonyl)amino]propionyl chloride | HCID 11264242 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | benzyl (2S)-1-{(2S)-2-[(tert-butoxycarbonyl)amino]propionyl}-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate | HCID 11373738 | — |
Reaction Steps
Introduce 200 g of benzyl (2S)-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate and 1.5 liters of dichloromethane into a reactor, then bring the temperature of the reaction mixture to 0° C. and add 107 ml of triethylamine and then 162 g of (2S)-2-[(tert-butoxycarbonyl)amino]propionyl chloride. Subsequently, bring the mixture to ambient temperature. After stirring for 1 hour at that temperature, wash the mixture with water and then with a dilute acetic acid solution. The benzyl (2S)-1-{(2S)-2-[(tert-butoxycarbonyl)amino]propionyl}-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate solution so obtained is used as it is in the following Step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07183308B1 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-df3d420346ed494fbf38fb041748a2e3 |
| Source note | uspto-grants-2007_02 |