HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 53639334, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Piperidinol, 1-methyl- | HCID 66048 | — |
| Reactant | Boc-L-methionine | HCID 89857 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53639334 | HCID 53639334 | — |
| Product | HCID 86758273 | HCID 86758273 | — |
Reaction Steps
L-methionine (N-methylpiperidin-4-yl) ester was prepared as follows: A solution of tert-butoxycarbonyl-L-methionine (5 g; 20 mmol), 4-hydroxy-1-methylpiperidine (3.3 g; 20 mmol); DMAP (2.44 g; 20 mmol) and EDC (4.6 g; 2.4 mmol) in dichloromethane (200 ml) was stirred at ambient temperature overnight. The mixture was extracted with dichloromethane. The organic phase was evaporated and purified by flash chromatography, eluting with dichloromethane/ethanol (97/3) to give 1-methylpiperidin-4-yl-2-tert-butoxycarbonylamino-4-methylsulfanylbutyrate. Yield 56%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06410539B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-abf79cb2fb024ec395ce96f37c855494 |
| Source note | uspto-grants-2002_06 |