HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 54008227, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | benzyl 3-hydroxy-2-(phenylmethoxycarbonylamino)propanoate | HCID 562178 | — |
| Reactant | HCID 18520972 | HCID 18520972 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54008227 | HCID 54008227 | 89.3% |
Reaction Steps
To a mixture of 10 g 2-benzyloxycarbonylamino-3-hydroxy-propionic acid benzyl ester [C. G. Skinner, T. J. McCord, J. M. Ravel, W. Shive, J. Am. Chem. Soc., 78, 1956, 2412] and 10 g 6,8-dimethyl-non-2-yl chloroformate in 80 ml of THF was added a solution of 3.4 ml of pyridine in 40 ml THF at 0° C. The reaction mixture was stirred for 25 h at rt, diluted with ether and washed with 2N hydrochloric acid, saturated sodium bicarbonate and brine. The organic phase was dried and evaporated to dryness. The resulting oil was purified by chromatography on silica gel to yield 14.3 g of a colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06569411B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-81259dc550ff4abb9594d99978cbc441 |
| Source note | uspto-grants-2003_05 |