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HRID 650219作成日:2026年10月26日

Diisopropylethylamine → N-[O-(3-O-Methyl-beta-L-fucopyranosyl)-4-hydroxy-phenylamino-thiocarbonyl]-alanyl-alanine

https://huagongshe.com/reaction/650219

反応式

関与物質

役割名称HCID仕込み量
反応物DiisopropylethylamineHCID 81531—
反応物L-Alanyl-L-alanineHCID 5484352—
反応物p-Aminophenyl 3-o-methyl-beta-l-fucosideHCID 18336697—
反応物HCID 178418790HCID 178418790—
溶媒1,4-Dioxane--water (1/1)HCID 21886435—
生成物N-[O-(3-O-Methyl-beta-L-fucopyranosyl)-4-hydroxy-phenylamino-thiocarbonyl]-alanyl-alanineHCID 131722829—

反応手順

160 mg (1 mmol) of alanyl-alanine are taken up in 20 ml of dioxane/water 1:1, and 1 ml of Hünig base is added. 1.2 mmol of p-aminophenyl 3-O-methyl-β-L-fucoside (Example 1.2) are first converted into the isothiocyanate in accordance with instructions 10.1.a and the product is then added to the solution of the dipeptide. The mixture is stirred at room temperature for 16 hours and the residue is purified by flash chromatography (acetonitrile/water 15:1). After concentration of the corresponding fractions, the product is precipitated from methanol/ether. Yield: 267 mg (57%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06271342B1
出典データセットuspto-grants-2001_08
ORD IDord-9102d9508e604660b95e227b259c2f80
出典メモuspto-grants-2001_08