HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(2-Naphthylsulfonyl)-D-phenylalanylproline (p-cyanobenzyl)amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | N-(2-naphthylsulfonyl)-D-phenylalanine | HCID 1115233 | — |
| Reactant | (S)-Pyrrolidine-2-carboxamide monohydrochloride | HCID 12707183 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(2-Naphthylsulfonyl)-D-phenylalanylproline (p-cyanobenzyl)amide | HCID 53690380 | — |
Reaction Steps
5.9 g (21.3 mmol) of the above proline amide hydrochloride were dissolved in 100 ml of DMF and successively 7.8 g (21.3 mmol) of N-(2-naphthylsulfonyl)-D-phenylalanine (A. Bernat et al., FR 2593812), 2.15 g (21.3 mmol) of triethylamine and 3.25 g (21.3 mmol) 1-hydroxybenzotriazole (HOBT) were added. While stirring at 0°-5° C., a solution of 4.4 g (21.3 mmol) of dicyclohexylcarbodiimide in 30 ml of ethyl acetate was added, and the mixture was then stirred at room temperature for 48 h.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05852051 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-3bce3a288e8842d3bc7f1aa04a32e82e |
| Source note | uspto-grants-1998_12 |