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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2050387Erstellt: 26. Oktober 2026

p-Toluenesulfonic acid → cis-2-Azidomethyl-3-t-butoxycarbonylamino-4-oxoazetidine

https://huagongshe.com/reaction/2050387

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
EduktSodium AzideHCID 33557—
EduktSodium borohydrideHCID 4311764—
Edukt(Azetidin-2-yl)methanolHCID 15251628—
EduktMethyl cis-3-t-butoxycarbonylamino-4-oxoazetidine-2-carboxylateHCID 70428372—
Produktcis-2-Azidomethyl-3-t-butoxycarbonylamino-4-oxoazetidineHCID 86734331—

Reaktionsschritte

Sodium borohydride reduction of methyl cis-3-t-butoxycarbonylamino-4-oxoazetidine-2-carboxylate as described in Preparation 3, followed by conversion of the 2-hydroxymethylazetidine product to the p-toluenesulfonate derivative, mp 160°-162°(d), and the reaction of the derivative with sodium azide as described in Preparation 4 gives the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04200572
Quelldatensatzuspto-grants-1980_04
ORD IDord-93491f2987e94080b7fd9cecc5052b19
Quellennotizuspto-grants-1980_04