戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 26581作成日:2026年10月26日

Dicyclohexylcarbodiimide → 7-[[(1-Pyrryl)acetyl]amino]-3-[[(5-methyl-1,3,4-thia-diazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

https://huagongshe.com/reaction/26581

反応式

関与物質

役割名称HCID仕込み量
反応物DicyclohexylcarbodiimideHCID 10868—
反応物CarbodiimideHCID 160435—
反応物1H-Pyrrol-1-ylacetic acidHCID 242027—
反応物Sodium BicarbonateHCID 516892—
反応物7-Amino-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 3149822—
溶媒WaterHCID 962—
溶媒1,4-DioxaneHCID 31275—
生成物7-[[(1-Pyrryl)acetyl]amino]-3-[[(5-methyl-1,3,4-thia-diazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 57202640—

反応手順

(1-Pyrryl)acetic is added to water, the pH of which is adjusted to about 6.5 by the addition of sodium bicarbonate. This solution is cooled in an ice bath and to it is added one equivalent of 3-[[(5 methyl - 1, 3, 4-thiadiazol-2-yl) thio]methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (7-ATDCA) followed by N, N'-dicyclohexylcarbodiimide in cold dioxane. The mole ratio of (1-pyrryl) acetic acid/7-ATDCA/carbodiimide is 3/1/1. After standing overnight at ice bath temperature, the reaction mixture is filtered to remove solids. The filtrate is evaporated to dryness, the solids taken up in ethyl acetate, dried over magnesium sulfate and filtered. The ethyl acetate solution is concentrated and then treated with hexane. The title compound precipitates from solution is filtered and dried. EXAMPLE 6

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04150224
出典データセットuspto-grants-1979_04
ORD IDord-bbc0e2fe771e45e4926192ad2c649d57
出典メモuspto-grants-1979_04