HCID 131715451, compound → HCID 131715811, compound

HRID 2291597Notes

Reaction equation

[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([NH:10][C@@H:11]2[C:29](=[O:30])[N:13]3[C:14]([C:26]([O-:28])=[O:27])=[C:15]([CH2:18][O:19][C:20](=[O:25])[CH2:21][C:22]([CH3:24])=[O:23])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+].I[C:33]1([C:43]([O-:45])=[O:44])[CH2:38][CH2:37][CH2:36][CH2:35][CH:34]1CC(C)C>CN(C)C=O>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([NH:10][C@@H:11]2[C:29](=[O:30])[N:13]3[C:14]([C:26]([O:28][CH:14]([O:45][C:43]([CH:33]4[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]4)=[O:44])[CH:15]([CH3:18])[CH3:16])=[O:27])=[C:15]([CH2:18][O:19][C:20](=[O:25])[CH2:21][C:22]([CH3:24])=[O:23])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

Conditions

Temperature: -5 °C

Procedure

In 30 ml of N,N-dimethylformamide is dissolved 4.76 g of sodium 7β-[2-(2-aminothiazol-4-yl)acetamido]-3-acetoacetoxymethyl-ceph-3-em-4-carboxylate and the solution is cooled to -5° C. With stirring, 5.0 g of 1-iodo-2-methylpropylcyclohexane carboxylate is added dropwise, followed by stirring for further 5 minutes. Thereafter, following the procedure of Example 1, 2.5 g of the title compound is obtained.

Workup

stirringby stirring for further 5 minutes

Sources & evidence

ORD record: ord-0bc7ac8d35774358b62e794214421d14
Source dataset: uspto-grants-1989_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04797395

Reaction notes

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