HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → (R)-3-(tert-Butoxycarbonylamino)-5-(p-isopropylbenzyl)-2,3,4,5-tetrahydro-1,5-benzoxazepin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Isopropylbenzyl chloride | HCID 74916 | — |
| Reactant | (R)-2-tert-butoxycarbonylamino-3-hydroxy propionic acid | HCID 637603 | — |
| Reactant | (S)-tert-Butyl (4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-yl)carbamate | HCID 18599719 | — |
| Reactant | tert-Butyl (R)-(4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-yl)carbamate | HCID 54323944 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | (R)-3-(tert-Butoxycarbonylamino)-5-(p-isopropylbenzyl)-2,3,4,5-tetrahydro-1,5-benzoxazepin-4-one | HCID 54070159 | — |
Reaction Steps
Obtained analogously to the directions in Example 1a) starting from 4.8 g of (R)-3-(tert-butoxycarbonyl-amino)-2,3-dihydro-1,5-benzoxazepin-4-one (prepared analogously to (S)-3-(tert-butoxycarbonylamino)-2,3-dihydro-1,5-benzoxazepin-4-one, starting from N-Boc-(D)-serine), 4.4 g of p-isopropylbenzyl chloride, 2.9 g of potassium carbonate and 166 mg of potassium iodide. Rf value (eluant: hexane/ethyl acetate 4:1): 0.33.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05610153 |
| Source dataset | uspto-grants-1997_03 |
| ORD ID | ord-741de2c07a5f452484f69758833f102d |
| Source note | uspto-grants-1997_03 |