HCID 14864656, compound → HCID 141560921, compound

HRID 1681163Notes

Reaction equation

[NH2:1][CH:2]1[C:35](=[O:36])[N:4]2[C:5]([C:19]([O:21][CH:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[O:20])=[C:6]([C:9]3[C:12](=[O:13])[C:11](=[O:14])[C:10]=3[O:15][CH:16]([CH3:18])[CH3:17])[CH2:7][S:8][C@H:3]12.[NH2:37][C:38]1[S:39][CH:40]=[C:41](/[C:43](=[N:53]/[O:54][CH3:55])/[C:44](N2C(=S)N(C)N=N2)=[O:45])[N:42]=1>>[NH2:37][C:38]1[S:39][CH:40]=[C:41](/[C:43](=[N:53]/[O:54][CH3:55])/[C:44]([NH:1][CH:2]2[C:35](=[O:36])[N:4]3[C:5]([C:19]([O:21][CH:22]([C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=4)[C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[O:20])=[C:6]([C:9]4[C:12](=[O:13])[C:11](=[O:14])[C:10]=4[O:15][CH:16]([CH3:17])[CH3:18])[CH2:7][S:8][C@H:3]23)=[O:45])[N:42]=1

Participants

Reactant 2

HCID 14864656HCID 14864656, compound

HCID 131717299HCID 131717299, compound

Product 1

HCID 141560921HCID 141560921, compoundYield 95.3%

Procedure

Acylation of diphenylmethyl 7-amino-3-[3,4-dioxo-2-(2-propoxy)-1-cyclobutenyl]-3-cephem-4-carboxylate (287 mg, 0.569 mmol) with 1-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetyl]-4-methyltetrazole-5-thione (204 mg, 0.683 mmol), according to Example 13, afforded the title compound (373 mg, 93% yield) as a bright yellow solid.

Sources & evidence

ORD record: ord-99e170d7411c4d3b8a21eebd02e32f98
Source dataset: uspto-grants-1992_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05169843

Reaction notes

Loading…