HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pivaloyl chloride → (2S,4S)-2-[trans-2,5-Dimethyl-4-(4-nitrobenzyloxycarbonyl)piperazin-1-ylcarbonyl]-4-mercapto-1-(4-nitrobenzyloxycarbonyl)pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | (2S,4S)-4-(4-methoxybenzyl)thio-1-(4-nitrobenzyloxycarbonyl)-L-proline | HCID 15297071 | — |
| Reactant | trans-2,5-Dimethyl-1-(4-nitrobenzyloxycarbonyl)piperazine | HCID 67586047 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | (2S,4S)-2-[trans-2,5-Dimethyl-4-(4-nitrobenzyloxycarbonyl)piperazin-1-ylcarbonyl]-4-mercapto-1-(4-nitrobenzyloxycarbonyl)pyrrolidine | HCID 86751994 | 23.9% |
Reaction Steps
Following a procedure similar to that described in Preparation 8, but using 1.79 g of (2S,4S)-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)-2-pyrrolidinecarboxylic acid, 0.54 ml of pivaloyl chloride, 0.61 ml of triethylamine and 1.29 g of trans-2,5-dimethyl-1-(4-nitrobenzyloxycarbonyl)piperazine, 577 mg of the title compound were obtained as an amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05712267 |
| Source dataset | uspto-grants-1998_01 |
| ORD ID | ord-b9863dd1975a4f8d90329d1d45b1560f |
| Source note | uspto-grants-1998_01 |