HCID 14864656, compound → HCID 141560925, compound

HRID 1030538Notes

Reaction equation

HRID 1030538 reaction equation
[NH2:1][CH:2]1[C:39](=[O:40])[N:4]2[C:5]([C:23]([O:25][CH:26]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[O:24])=[C:6]([C:9]3[C:12](=[O:13])[C:11](=[O:14])[C:10]=3[O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:7][S:8][C@H:3]12.[NH2:41][C:42]1[S:43][CH:44]=[C:45](/[C:47](=[N:57]/[O:58][CH3:59])/[C:48](N2C(=S)N(C)N=N2)=[O:49])[N:46]=1>O1CCCC1>[NH2:41][C:42]1[S:43][CH:44]=[C:45](/[C:47](=[N:57]/[O:58][CH3:59])/[C:48]([NH:1][CH:2]2[C:39](=[O:40])[N:4]3[C:5]([C:23]([O:25][CH:26]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)=[O:24])=[C:6]([C:9]4[C:12](=[O:13])[C:11](=[O:14])[C:10]=4[O:15][CH2:16][C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH2:7][S:8][C@H:3]23)=[O:49])[N:46]=1

Participants

4

Reactant 2

HCID 14864656HCID 14864656, compoundHCID 88467454HCID 88467454, compound

Product 1

HCID 141560925HCID 141560925, compoundYield 40.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Diphenylmethyl 7-amino-3-(2-benzyloxy-3,4-dioxo-1-cyclobutenyl)-3-cephem-4-carboxylate (544 mg, 0.984 mmol) was acylated with 1-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetyl]-4-methyltetrazole-5-thione (295 mg, 0.984 mmol) in tetrahydrofuran (3 mL), as described in Example 13, to afford the title compound (290 mg, 40% yield) as a yellow solid.

Sources & evidence

ORD record
ord-fae533f87277484ca71f609f1353f1db
Source dataset
uspto-grants-1992_04
Patent number
US05106842

Reaction notes

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