HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → carbonic acid 4-nitro-phenyl ester (S)-1-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | Cyclohexane ethylacetate | HCID 21867204 | — |
| Reactant | (S)-2-hydroxy-N-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-propionamide | HCID 69507451 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | carbonic acid 4-nitro-phenyl ester (S)-1-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-ethyl ester | HCID 86597453 | 75% |
Reaction Steps
0.17 g (0.57 mmol) (S)-2-hydroxy-N—((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-propionamide in 5 ml dichloromethane were stirred with 93 μl (1.15 mmol) pyridine and 0.14 g (0.69 mmol) 4-nitrophenyl chloroformate at room temperature overnight. Chromatography on silicagel with ethylacetate/cyclohexane (0-100/100-0) gave 0.27 mg (75%) carbonic acid 4-nitro-phenyl ester (S)-1-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-ethyl ester as white solid; MS: m/e: 462.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07166587B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-f3b319346fcf412d843081a3bf478e89 |
| Source note | uspto-grants-2007_01 |