Thionyl Chloride → Methyl 7-phthalimido-3-methylenecepham-4-carboxylate 1-oxide

HRID 972228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 972228
[CH3:1][C:2](=[CH2:27])[CH:3]([N:8]1[C:11](=[O:12])[CH:10]([N:13]2[C:17](=[O:18])[C:16]3=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]3[C:14]2=[O:23])[CH:9]1[S:24]([OH:26])=O)[C:4]([O:6][CH3:7])=[O:5].S(Cl)(Cl)=O>>[C:17]1(=[O:18])[N:13]([CH:10]2[C:11](=[O:12])[N:8]3[CH:3]([C:4]([O:6][CH3:7])=[O:5])[C:2](=[CH2:1])[CH2:27][S:24](=[O:26])[C@H:9]23)[C:14](=[O:23])[C:15]2=[CH:22][CH:21]=[CH:20][CH:19]=[C:16]12

Komponenten

3

Edukt 2

HCID 24386Thionyl ChlorideHCID 21314440Methyl 3-methyl-2-(2-sulfino-4-oxo-3-phthalimido-1-azetidinyl)-3-butenoate

Produkt 1

HCID 69799987Methyl 7-phthalimido-3-methylenecepham-4-carboxylate 1-oxide

Versuchsvorschrift

The same procedure was followed as described in Example 1 (L) above except 0.20 g. of methyl 3-methyl-2-(2-sulfino-4-oxo-3-phthalimido-1-azetidinyl)-3-butenoate was employed as the starting material instead of the corresponding sulfinyl chloride. An nmr spectrum of the product showed the title compound to be the major constituent.

Quellen und Nachweise

ORD-Eintrag
ord-8e66050461b24e5baa8bf79b84a3911e
Quelldatensatz
uspto-grants-1977_10
Patentnummer
US04052387

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