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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2309089Erstellt: 26. Oktober 2026

2-Ethoxy-2-hydroxyacetic acid p-nitrobenzyl ester → 2-[(3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidin-1-yl]-2-hydroxyacetic acid p-nitrobenzyl ester

https://huagongshe.com/reaction/2309089

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Ethoxy-2-hydroxyacetic acid p-nitrobenzyl esterHCID 11043316—
Edukt(3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidineHCID 56630779—
LösungsmittelTolueneHCID 1140—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-[(3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidin-1-yl]-2-hydroxyacetic acid p-nitrobenzyl esterHCID 56607651—

Reaktionsschritte

1.15 g of 2-ethoxy-2-hydroxyacetic acid p-nitrobenzyl ester and 4 g of molecular sieves A4 are added to a solution of 350 mg of (3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidine in a mixture of 24 ml of absolute toluene and 6 ml of absolute dimethylformamide and the mixture is stirred overnight at room temperature under nitrogen. The molecular sieves are filtered off and the filtrate is concentrated by evaporation in vacuo. The residue is chromatographed over silica gel, and the title compound is obtained by eluting with toluene and toluene/ethyl acetate (19:1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04692442
Quelldatensatzuspto-grants-1987_09
ORD IDord-aa0e8a97d0e8404187a29c0a013b78ea
Quellennotizuspto-grants-1987_09