O-Methylhydroxylamine → HCID 131710153, compound

HRID 1606515Notes

Reaction equation

HRID 1606515 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([NH:9][CH:10]1[C:36](=[O:37])[N:12]2[CH:13]([C:20]([O:22][CH:23]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:21])[C:14]([C:17](Cl)=[O:18])=[CH:15][S:16][C@H:11]12)=[O:8].[CH3:38][O:39][NH2:40]>O1CCCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([NH:9][CH:10]1[C:36](=[O:37])[N:12]2[CH:13]([C:20]([O:22][CH:23]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:21])[C:14]([C:17]([NH:40][O:39][CH3:38])=[O:18])=[CH:15][S:16][C@H:11]12)=[O:8]

Participants

4

Reactant 2

HCID 4113O-MethylhydroxylamineHCID 131710154HCID 131710154, compound

Product 1

HCID 131710153HCID 131710153, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Benzhydryl 7-(2-thienylacetamido)-3-chlorocarbonyl-2-cephem-4-carboxylate reacts with 1.1 equivalents of methoxyamine in tetrahydrofuran at -76° C. to give benzhydryl 7-(2-thienylacetamido)-3-methoxyaminocarbonyl-2-cephem-4-carboxylate. 4'-Methoxybenzyl 7-butyramido-3-methylcarbonyldioxycarbonyl-3-cephem-4-carboxylate reacts with 1.1 equivalents phenylhydroxylamine in methylene chloride at -76° C. to provide 4'-methoxybenzyl 7-butyramido-3-phenylhydroxaminocarbonyl-3-cephem-4-carboxylate.

Sources & evidence

ORD record
ord-6a3a714e5b3b47f6af883f8e9ddda0ac
Source dataset
uspto-grants-1976_04
Patent number
US03953436

Reaction notes

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