HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 70002522, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid | HCID 88804 | — |
| Reactant | O-(2-Oxo-1(2H)-pyridyl)-N,N,N',N'-tetramethyluronium Tetrafluoroborate | HCID 2733204 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70002522 | HCID 70002522 | 75% |
Reaction Steps
4.0 g (17.3 mmol) N-BOC-L-hydroxy-proline in 150 ml CH2Cl2 were treated with 1.71 ml (17.3 mmol) piperidine, 1.9 ml (17.2 mmol) NMM and 6.16 g (20.7 mmol) TPTU at RT over night. The mixture was washed with 1M KHSO4, water, 5% aq. NaHCO3 solution, water and brine, dried over Na2SO4 and was concentrated. Column chromatography yielded 3.87 g (75%) (2S,4R)-4-Hydroxy-2-(piperidin-1-ylcarbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester as white solid, MS: 298 (M).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06541638B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-28d182fbfd98409cba3778a345c35da6 |
| Source note | uspto-grants-2003_04 |