HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidin-4-ol → HCID 67773530, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | (2S)-2-(((tert-butoxy)carbonyl)amino)pentanoic acid | HCID 2733748 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67773530 | HCID 67773530 | 106% |
Reaction Steps
TBTU (7.09 g, 22.09 mmol) was added to a solution of (S)-2-(tert-butoxycarbonylamino)pentanoic acid (4 g, 18.41 mmol), which is commercially available, and piperidin-4-ol (2.235 g, 22.09 mmol) in DCM (50 mL). The reaction was stirred for 3 h and was then quenched by addition of NaHCO3 (aq., 8%, 25 mL). The aqueous phase was extracted with DCM. The organic phases were combined, dried (MgSO4), filtered and evaporated. The residue was added H3PO4 (aq) (1 M, 25 mL) and the aqueous phase was extracted with Et2O. The organic phases were pooled, dried (MgSO4), filtered and evaporated to give the title product (5.86 g, 106%) as a yellow oil. The obtained crude product was used in the next step without characterization.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08361998B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-df89422717eb4f179fa6104053f06e68 |
| Source note | uspto-grants-2013_01 |