HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Nitrophenol → HCID 57831099, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Nitrophenol | HCID 6947 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | N-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine cyclopentyl ester | HCID 57699897 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57831099 | HCID 57831099 | — |
Reaction Steps
To a slurry of 4 nitrophenol (0.32 g, 2.3 mmol) in anhydrous DCM (100 ml) at 0° C. was added (S)-2-tert-butoxycarbonylamino-4-hydroxy-butyric acid cyclopentyl ester (1 g, 3.5 mmol) (Scheme 9) in DCM (100 ml), triphenyl phosphine (2.5 g, 9.5 mmol) followed by slow addition of DIAD (1.9 ml, 9.6 mmol). The reaction was allowed to warm to room temperature and stirred for 16 h. The solvent was removed and the crude material purified by column chromatography to furnish the desired product. (EtOAc:heptane, 1:9), (0.45 g, 48%). LCMS purity 97%, m/z 309 [M++H-boc]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07973181B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-e5c185c9434d4a56908aca968888c055 |
| Source note | uspto-grants-2011_07 |