HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → benzyl (2S)-1-[(2R)-2-{p-toluenesulphonyloxy}propionyl]-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzyl (2S)-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate | HCID 11253898 | — |
| Reactant | (2R)-1-Chloro-1-oxopropan-2-yl 4-methylbenzene-1-sulfonate | HCID 12761566 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | benzyl (2S)-1-[(2R)-2-{p-toluenesulphonyloxy}propionyl]-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate | HCID 86607359 | — |
Reaction Steps
Introduce into a reactor 200 g of benzyl (2S)-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate and 1.5 litres of dichloromethane, and then bring the temperature of the reaction mixture to 0° C. and add 201 ml of diisopropylethylamine, followed by 202 g of (1R)-2-chloro-1-methyl-2-oxoethyl p-toluenesulphonate. Subsequently, bring the mixture to ambient temperature. After stirring for 1 hour at that temperature, wash the mixture with water. The solution of benzyl (2S)-1-[(2R)-2-{p-toluenesulphonyloxy}propionyl]-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate so obtained is used as it is in the following Step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368580B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-a758033eca4f456e9f4b0171064cc115 |
| Source note | uspto-grants-2008_05 |