(3S-trans)-3-[(t-butoxycarbonyl)amino]-4-methyl-2-oxo-1-azetidinesulfonic acid, tetrabutylammonium salt → (2S,3S)-3-Amino-2-methyl-4-oxo-1-azetidinesulfonic acid

HRID 851629Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 851629
C([N+](CCCC)(CCCC)CCCC)CCC.C(OC([NH:25][C@H:26]1[C@H:29]([CH3:30])[N:28]([S:31]([O-:34])(=[O:33])=[O:32])[C:27]1=[O:35])=O)(C)(C)C>C(O)=O.C(Cl)Cl>[NH2:25][C@H:26]1[C@H:29]([CH3:30])[N:28]([S:31]([OH:34])(=[O:32])=[O:33])[C:27]1=[O:35]

Komponenten

4

Edukt 1

HCID 13146192(3S-trans)-3-[(t-butoxycarbonyl)amino]-4-methyl-2-oxo-1-azetidinesulfonic acid, tetrabutylammonium salt

Produkt 1

HCID 133361(2S,3S)-3-Amino-2-methyl-4-oxo-1-azetidinesulfonic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 284Formic AcidLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

(3S-trans)-3-[(t-Butoxycarbonyl)amino]-4-methyl-2-oxo-1-azetidinesulfonic acid tetra-n-butylammonium salt (6.3 g) is dissolved in 30 ml of 97% formic acid and stirred for 5 hours during which time a precipitate forms. The slurry is diluted with 30 ml of methylene chloride and filtered. The solids are further washed with methylene chloride and dried to yield 1.53 g of analytically pure product [αD21 =-41.0[c=1, water].

Aufarbeitung

  1. filtrationfiltered
  2. washThe solids are further washed with methylene chloride
  3. customdried
  4. customto yield 1.53 g of analytically pure product [αD21 =-41.0[c=1, water]

Quellen und Nachweise

ORD-Eintrag
ord-4366f724c1d84131abd95e8859108e28
Quelldatensatz
uspto-grants-1983_05
Patentnummer
US04386034

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