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三乙胺 → Boc-Tyr(OBn)-Ser(OBn)-CO2Me
参与物
| 角色 | 名称 | HCID | 投料 |
|---|---|---|---|
| 反应物 | 三乙胺 | HCID 8471 | — |
| 反应物 | N,N'-二环己基碳二亚胺 | HCID 10868 | — |
| 反应物 | Boc-O-苄基-L-酪氨酸 | HCID 98763 | — |
| 反应物 | 1-羟基苯并三唑一水物 | HCID 2796029 | — |
| 反应物 | Ser(OBn)-CO2Me.TFA | HCID 131720920 | — |
| 溶剂 | 乙酸乙酯 | HCID 8857 | — |
| 产物 | Boc-Tyr(OBn)-Ser(OBn)-CO2Me | HCID 131720919 | 73% |
反应步骤
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.
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 专利号 | US05830868 |
| 来源数据集 | uspto-grants-1998_11 |
| ORD ID | ord-b912eaba23384d21b5d4e1751cf41837 |
| 来源说明 | uspto-grants-1998_11 |