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Sodium Bicarbonate → p-Methoxybenzyl 7beta-phenylacetamido-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | (4-Methoxyphenyl)methyl (6R,7R)-3-(chloromethyl)-8-oxo-7-((2-phenylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate | HCID 10874591 | — |
| 反応物 | pyridine-4-thiol | HCID 178418431 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | p-Methoxybenzyl 7beta-phenylacetamido-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylate | HCID 67742847 | 93.5% |
反応手順
To a stirred and ice cold solution of 7β-phenylacetamido-3-chloromethyl-3-cephem-4-carboxylic acid p-methoxybenzyl ester (1) (4.87 g; 10 mMol.) and 4-mercaptopyridine (1.45 g; 1.3 Eq.) in N,N-dimethylformamide (15 ml) is added sodium hydrogen carbonate (1.09 g; 1.3 Eq.), and the mixture is stirred at room temperature for 1 hour. The reaction mixture is diluted with ice water and separating solidis collected by filtration, dissolved in ethyl acetate, washed with water, dried, and concentrated under reduced pressure. The residue is washed with ether to give p-methoxybenzyl 7β-phenylacetamido-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylate (2) (5.25 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05134138 |
| 出典データセット | uspto-grants-1992_07 |
| ORD ID | ord-0f834af4318a40a9b90f1c12f6e11c4a |
| 出典メモ | uspto-grants-1992_07 |