関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 反応物 | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| 反応物 | Methyl L-threoninate hydrochloride | HCID 2734893 | — |
| 反応物 | (S)-N-Boc-3-aminooctanoic acid | HCID 86625424 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | (S)-N-Boc-3-aminooctanoyl-L-threonine methyl ester | HCID 86639874 | — |
反応手順
580 mg of (S)—N-Boc-3-aminooctanoic acid prepared in the [2], 420 mg of L-threonine methyl ester hydrochloride, 1089 mg of Bop reagent, and 333 mg of HOBt were dissolved in 4.5 mL of dehydrated DMF, 0.97 mL of triethylamine was added with stirring under cooling with ice, stirred for 30 minutes under cooling with ice, and then stirred overnight at room temperature. 70 mL of ethyl acetate was added to the reaction solution obtained, washed with 10% aqueous solution of citric acid, 4% aqueous solution of sodium hydrogencarbonate, and saturated salt solution, dried over anhydrous sodium sulfate, followed by vacuum concentration. The residue was crystallized from ethyl acetate-hexane to obtain (S)—N-Boc-3-aminooctanoyl-L-threonine methyl ester. The yield was 544 mg. Analytical values are shown below.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08383547B2 |
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| 出典データセット | uspto-grants-2013_02 |
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| ORD ID | ord-9e8f46e0518440bcb05e97f50bbbebef |
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| 出典メモ | uspto-grants-2013_02 |
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