HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,6-Di-tert-butyl-4-methylpyridine → (S)-3-tert-Butoxycarbonylamino-4-methoxy-butyric acid benzyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,6-Di-tert-butyl-4-methylpyridine | HCID 98898 | — |
| Edukt | Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) | HCID 2735153 | — |
| Edukt | Phenylmethyl (3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxybutanoate | HCID 10040985 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (S)-3-tert-Butoxycarbonylamino-4-methoxy-butyric acid benzyl ester | HCID 57976545 | — |
Reaktionsschritte
To tert-butyl (S)-1-((benzyloxy)carbonyl)-3-hydroxypropan-2-ylcarbamate (1 eq.) in dichloromethane was added 2,6-di-t-butyl 4-methylpyridine (2.5 eq.) and trimethyloxonium tetrafluoroborate (1.25 eq.) at 0° C. The reaction mixture was gradually warm to room temperature and stirred overnight. The reaction mixture was diluted with dichloromethane and washed with cold satd. sodium bicarbonate, water, and brine and dried over sodium sulfate. Purification by silica gel chromatography (25% EtOAc/Hexane) provide pure product as a colorless viscous liquid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07576221B2 |
| Quelldatensatz | uspto-grants-2009_08 |
| ORD ID | ord-f370348922ca4d1da77958c5dd1a6921 |
| Quellennotiz | uspto-grants-2009_08 |