HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → Boc-Gly-Pro-Glu(O-But)-Gly-OMe
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Ethylmorpholine | HCID 7525 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Boc-gly-pro-OH | HCID 11673468 | — |
| Reactant | H-Glu(O-But)-Gly-OMe | HCID 13419975 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Boc-Gly-Pro-Glu(O-But)-Gly-OMe | HCID 131713569 | — |
Reaction Steps
2.7 g (10 mmoles) of Boc-Gly-Pro-OH and 4.5 g (10 mmoles) of H-Glu(O-But)-Gly-OMe.TosOH are dissolved in 20 ml of dimethylformamide. 1.28 ml (10 mmoles) of N-ethylmorpholine and 2.2 g (10.6 mmoles) of dicyclohexylcarbodiimide are added and the mixture is left to stand at room temperature overnight. The dicyclohexylurea is then filtered off, the solvent is distilled off in vacuo, the residue is taken up in ethyl acetate and the solution is washed with citric acid, bicarbonate solution and water, as described above, dried over sodium sulfate and evaporated to dryness. The residue is dissolved in ether and a precipitate is obtained with petroleum ether and filtered off.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04457866 |
| Source dataset | uspto-grants-1984_07 |
| ORD ID | ord-26521d3c592341729752d8aab5957ebd |
| Source note | uspto-grants-1984_07 |