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Triethylamine → Boc-Tyr(OBn)-Ser(OBn)-CO2Me
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | O-benzyl-N-((tert-butoxy)carbonyl)-L-tyrosine | HCID 98763 | — |
| 反応物 | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| 反応物 | Ser(OBn)-CO2Me.TFA | HCID 131720920 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Boc-Tyr(OBn)-Ser(OBn)-CO2Me | HCID 131720919 | 73% |
反応手順
To a solution of Boc-Tyr(OBn) (1.88 g, 6.50 mmol) in EtOAc (30 mL) at 0° C. was added HOBT hydrate (1.19 g, 7.80 mmol) followed by DCC (1.61 g, 7.80 mmol). A solution of Ser(OBn)-CO2Me.TFA (2.1 g, 6.50 mmol) in EtOAc (20 mL) was added followed by Et3N (1.09 mL, 7.80 mmol). The mixture was allowed to warm to room temperature and stirred overnight. The mixture was filtered, diluted with EtOAc, and washed twice with saturated aqueous NaHCO3, brine, dried over MgSO4, and concentrated. Flash chromatography (40% EtOAc/hexane) gave 2.67 g (73%) of the title compound as a white solid, mp 81°-84° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05830868 |
| 出典データセット | uspto-grants-1998_11 |
| ORD ID | ord-b912eaba23384d21b5d4e1751cf41837 |
| 出典メモ | uspto-grants-1998_11 |