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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 248817Erstellt: 26. Oktober 2026

Benzoic Acid → Benzoyl-glycine-t-butyl ester

https://huagongshe.com/reaction/248817

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzoic AcidHCID 243—
Edukt4-MethylmorpholineHCID 7972—
EduktIsobutyl chloroformateHCID 62365—
EduktGlycine tert-butyl esterHCID 151417—
EduktGlycine,n-(1-oxo-3-phenyl-2-propen-1-yl)-, methyl esterHCID 582979—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
ProduktBenzoyl-glycine-t-butyl esterHCID 11020853—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Following the same general procedure described previously for cinnamoyl-glycine-methyl ester, glycine-t-butyl ester. MCl (10.88 grams) was dissolved in dimethyl formamide (approximately 100 ml), cooled to 0° C. and treated with N-methylmorpholine (9.04 ml, 1 equivalent) followed immediately by a pre-cooled solution of benzoic acid (7.94 grams) in ethyl acetate (approximately 75 ml) which had been pre-activated by treatment with N-methylmorpholine (9.04 ml) followed by isobutyl chloroformate (8.4 ml) at -20° C. After work-up, benzoyl-glycine-t-butyl ester was obtained as a white solid which was used for the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05212158
Quelldatensatzuspto-grants-1993_05
ORD IDord-4d01de82081c4a869f6b99e9d83ef640
Quellennotizuspto-grants-1993_05