HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → benzyl (2S,3aS,7aS)-1-[(2R)-2-bromopropionyl]octahydro-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2R)-2-bromopropionyl chloride | HCID 6997261 | — |
| Reactant | benzyl (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylate | HCID 10149261 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | benzyl (2S,3aS,7aS)-1-[(2R)-2-bromopropionyl]octahydro-1H-indole-2-carboxylate | HCID 11315392 | — |
Reaction Steps
Introduce 200 g of benzyl (2S,3aS,7aS)-octahydro-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 201 ml of diisopropylethylamine followed by 132 g of (2R)-2-bromo-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,3aS,7aS)-1-[(2R)-2-bromopropionyl]octahydro-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 | US07358372B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-83c7684a08c643a6b5807166c6983fdc |
| Source note | uspto-grants-2008_04 |