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Dicyclohexylcarbodiimide → Fmoc-Phe-Gly-NH-(CH2)6NH-Boc
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | N-BOC-1,6-diaminohexane | HCID 2733170 | — |
| 反応物 | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| 反応物 | Fmoc-Phe-Gly-OH | HCID 11328236 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Fmoc-Phe-Gly-NH-(CH2)6NH-Boc | HCID 131733680 | 94.3% |
反応手順
To a solution of Fmoc-Phe-Gly-OH (0.66 g) in anhydrous THF (20 mL) at 0° C. under N2 was added N,N′-dicyclohexylcarbodiimide (0.307 g) and 1-hydroxybenzotriazole hydrate (0.201 g). After stirring for 15 min, N-Boc-1,6-diaminohexane (0.322 g) was added. The reaction mixture was allowed to warm to RT and stirred overnight. Solids were filtered off and they were washed with EtOAc. The filtrate and washings were then concentrated under reduced pressure. The resulting residue was purified by flash column chromatography (0 to 10% MeOH in CH2Cl2) to afford Fmoc-Phe-Gly-NH—(CH2)6NH-Boc as a white solid (0.9 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09173956B2 |
| 出典データセット | uspto-grants-2015_11 |
| ORD ID | ord-09d18dd09f7d495f84def42289717ea3 |
| 出典メモ | uspto-grants-2015_11 |