Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1028851Erstellt: 27. Oktober 2026

2,6-Di-tert-butyl-4-methylpyridine → (S)-3-tert-Butoxycarbonylamino-4-methoxy-butyric acid benzyl ester

https://huagongshe.com/reaction/1028851

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,6-Di-tert-butyl-4-methylpyridineHCID 98898—
EduktOxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 2735153—
EduktPhenylmethyl (3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxybutanoateHCID 10040985—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S)-3-tert-Butoxycarbonylamino-4-methoxy-butyric acid benzyl esterHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08735599B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-25f5154284424362bfc7d37f46dc4d04
Quellennotizuspto-grants-2014_05