HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (S)-tert-Butyl 4-(benzyloxy)-1-oxo-1-(2-(phenylcarbamoyl)-1H-pyrrol-1-ylamino)butan-2-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Propylphosphonic anhydride | HCID 111923 | — |
| Reactant | O-Benzyl-N-(tert-butoxycarbonyl)-L-homoserine | HCID 15058464 | — |
| Reactant | 1-amino-N-phenyl-1H-pyrrole-2-carboxamide | HCID 70922454 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (S)-tert-Butyl 4-(benzyloxy)-1-oxo-1-(2-(phenylcarbamoyl)-1H-pyrrol-1-ylamino)butan-2-ylcarbamate | HCID 86722052 | 98.7% |
Reaction Steps
1-Amino-N-phenyl-1H-pyrrole-2-carboxamide (0.65 g, 3.23 mmol) was treated with (S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)butanoic acid (1 g, 3.23 mmol), N,N-diisopropylethylamine (1.9 mL, 10.66 mmol) and T3P® (50% in ethyl acetate, 2.7 mL, 4.52 mmol) according to the method of Preparation 5a to give 1.57 g (98% yield) of the desired compound. Purity 97%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388189B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-9bd92a2cba6f4473a9fb195758b8fcf2 |
| Source note | uspto-grants-2016_07 |