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Diisopropylethylamine → N-[O-(3-O-Methyl-beta-L-fucopyranosyl)-4-hydroxy-phenylamino-thiocarbonyl]-alanyl-alanine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | L-Alanyl-L-alanine | HCID 5484352 | — |
| 反応物 | p-Aminophenyl 3-o-methyl-beta-l-fucoside | HCID 18336697 | — |
| 反応物 | HCID 178418790 | HCID 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-alanine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06271342B1 |
| 出典データセット | uspto-grants-2001_08 |
| ORD ID | ord-9102d9508e604660b95e227b259c2f80 |
| 出典メモ | uspto-grants-2001_08 |