1,1'-(Diazomethylene)bis(benzene) → Benzhydryl 7-formamido-3-methylenecepham-4-carboxylate

HRID 704263Notes

Reaction equation

[CH:1]([NH:3][CH:4]1[C:15](=[O:16])[N:6]2[CH:7]([C:12]([OH:14])=[O:13])[C:8](=[CH2:11])[CH2:9][S:10][C@H:5]12)=[O:2].[C:17]1([C:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[N+]=[N-])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(OCC)(=O)C>[CH:1]([NH:3][CH:4]1[C:15](=[O:16])[N:6]2[CH:7]([C:12]([O:14][CH:23]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[O:13])[C:8](=[CH2:11])[CH2:9][S:10][C@H:5]12)=[O:2]

Participants

Conditions

Temperature: 45 °C

Procedure

7-Formamido-3-methylenecepham-4-carboxylic acid (1.570 g) was added to a solution (0.93M, 8.36 l) of diphenyldiazomethane in ethyl acetate by portions. The mixture was stirred at 45° C. for 1 hour and evaporated in vacuo. The residue was triturated with diisopropyl ether to give benzhydryl 7-formamido-3-methylenecepham-4-carboxylate (2.337 g).

Workup

customevaporated in vacuo
customThe residue was triturated with diisopropyl ether

Sources & evidence

ORD record: ord-08a1f09d86bb4ecaa822833e53064ef5
Source dataset: uspto-grants-1991_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04985555

Reaction notes

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