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HRID 745420作成日:2026年10月26日
Phosphorus oxychloride → 7-[2-(2-Formamidothiazol-4-yl)-2-(2-methylthiazol-4-yl methoxyimino)acetamido]-3-cephem-4-carboxylic acid
https://huagongshe.com/reaction/745420
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Phosphorus oxychloride | HCID 24813 | — |
| 反応物 | Acetamide, 2-(trimethylsilyl)- | HCID 357676 | — |
| 反応物 | Bistrimethylsilylacetamid | HCID 11708267 | — |
| 反応物 | (6R)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | HCID 12941984 | — |
| 反応物 | 2-(2-Formamidothiazol-4-yl)-2-(2-methylthiazol-4-ylmethoxyimino)acetic acid | HCID 53718792 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Methyl Acetate | HCID 6584 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 7-[2-(2-Formamidothiazol-4-yl)-2-(2-methylthiazol-4-yl methoxyimino)acetamido]-3-cephem-4-carboxylic acid | HCID 131712338 | 61.8% |
反応手順
2-(2-Formamidothiazol-4-yl)-2-(2-methylthiazol-4-yl-methoxyimino)acetic acid (syn isomer, 0.50 g.), N,N-dimethylformamide (0.123 g.), phosphoryl chloride (0.259 g.) and ethylacetate (6 ml.) were treated in a similar manner to that of Example 1-(1) to give an activated acid solution. The solution and a solution of 7-amino-3-cephem-4-carboxylic acid (0.306 g.), trimethylsilylacetamide (1.03 g.), and bis(trimethylsilyl)acetamide (0.90 ml.) in methyl acetate (3 ml.) were treated in a similar manner to that of Example 1-(1). Water (10 ml.) was added to the resultant mixture, and the ethyl acetate layer was separated, washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and then evaporated in vacuo to give 7-[2-(2-formamidothiazol-4-yl)-2-(2-methylthiazol-4-yl methoxyimino)acetamido]-3-cephem-4-carboxylic acid (syn isomer, 0.48 g.)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04598147 |
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| 出典データセット | uspto-grants-1986_07 |
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| ORD ID | ord-768a7bc9acbc40e19fff191e7cc8578f |
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| 出典メモ | uspto-grants-1986_07 |
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