HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 126898Generated: October 30, 2026
Dicyclohexylcarbodiimide → 7beta-[2-(2-Carbobenzoxyamino-5-fluoro-4-thiazolyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid diphenylmethyl ester
https://huagongshe.com/reaction/126898
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | diphenylmethyl (6R,7R)-7-Amino-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate | HCID 9842110 | — |
| Reactant | 2-(2-Carbobenzoxyamino-5-fluoro-4-thiazolyl)-2-methoxyiminoacetic acid | HCID 53687212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7beta-[2-(2-Carbobenzoxyamino-5-fluoro-4-thiazolyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid diphenylmethyl ester | HCID 131712100 | 70.9% |
Reaction Steps
To a solution of 2-(2-carbobenzoxyamino-5-fluoro-4-thiazolyl)-2-methoxyiminoacetic acid (207 mg) and 7β-amino-3-cephem-4-carboxylic acid diphenylmethyl ester (207 mg) in dichloromethane (20 ml) is added dicyclohexylcarbodiimide (142 mg), and the mixture is stirred at 23° C. for 60 minutes and concentrated to remove dichloromethane. The residue is dissolved in ethyl acetate, filtered to remove solid material, and concentrated under reduced pressure. The resultant product is purified by silica gel column chromatography to afford 7β-[2-(2-carbobenzoxyamino-5-fluoro-4-thiazolyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid diphenylmethyl ester (281 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04254119 |
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| Source dataset | uspto-grants-1981_03 |
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| ORD ID | ord-fb222d2ffae54a0d86a32b6efac93ace |
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| Source note | uspto-grants-1981_03 |
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