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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1896157Erstellt: 26. Oktober 2026

4-Methylmorpholine → N-Cbz-5-hydroxy-L-norvaline methyl ester

https://huagongshe.com/reaction/1896157

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MethylmorpholineHCID 7972—
EduktIsobutyl chloroformateHCID 62365—
Edukt(4S)-4-{[(benzyloxy)carbonyl]amino}-5-methoxy-5-oxopentanoic acidHCID 2733408—
EduktSodium borohydrideHCID 4311764—
LösungsmittelMethanolHCID 887—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN-Cbz-5-hydroxy-L-norvaline methyl esterHCID 10588891105%

Reaktionsbedingungen

Temperatur-15 °C

Reaktionsschritte

To a cold (−15° C.) solution of Z-Glu-OMe (1.5 g) in THF (70 mL) was added N-methylmorpholine (0.616 mL) followed by isobutyl chloroformate (0.731 mL) dropwise. After 30 min stirring at −15° C., NaBH4 (576 mg) was added, followed MeOH dropwise. The reaction mixture was stirred at −10° C. for 15 min and quenched by the addition of 1M KHSO4 solution. The mixture was extracted with EA. The org. phase was washed with water, dried (Na2SO4) and evaporated off to give 1.5 g of the crude product as colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08518912B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-13167304eb584463a470cc8ba1f295b5
Quellennotizuspto-grants-2013_08