Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 12884124 | HCID 12884124 | — |
| Reactant | HCID 131713618 | HCID 131713618 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178502645 | HCID 178502645 | 81.7% |
Reaction Steps
To a solution of 656 mg of diphenylmethyl 7-amino-2α-methyl-3-methoxyiminomethylceph-3-em-4-carboxylate in 30 ml of CH2Cl2 were added, at -20° C., 0.2 ml of Et3N and 407 mg of 2-(2-chloroacetylaminothiazol-4-yl)-(Z)-2-methoxyiminoacetylchloride, and the mixture was stirred at from -20° C. to -15° C. for 1.5 hours. The reaction solution was washed with H2O, 5% aqueous NaHCO3 and saturated aqueous NaCl solution, successively, and dried over MgSO4, followed by distilling off the CH2Cl2 under reduced pressure. The residue was added on a column of silica gel, and the fractions eluted with CH2Cl2.AcOEt (15:1) were collected to distill off the solvent under reduced pressure, thus yielding 783 mg (75%) of diphenylmethyl 7-[2-(2-chloroacetylaminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido]-2α-methyl-3-methoxyiminomethylceph-3-em-4-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04463172 |
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| Source dataset | uspto-grants-1984_07 |
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| ORD ID | ord-03f78c43781c41c59b4797792da66edb |
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| Source note | uspto-grants-1984_07 |
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