参与物
| 角色 | 名称 | HCID | 投料 |
|---|
| 反应物 | 聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] | HCID 962 | — |
| 反应物 | 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 | HCID 15908 | — |
| 反应物 | (R)-4-苄基-2-噁唑烷酮 | HCID 2734969 | — |
| 反应物 | 3-四氢呋喃甲酸 | HCID 4661317 | — |
| 催化剂 | 4-二甲氨基吡啶(DMAP) | HCID 14284 | — |
| 溶剂 | 二氯甲烷 | HCID 6344 | — |
| 产物 | (R)-4-benzyl-3-((S)-tetrahydrofuran-3-carbonyl)oxazolidin-2-one | HCID 67314494 | 25.6% |
反应步骤
1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDCI; 362 mg, 1.90 mmol) and DMAP (202 mg, 1.90 mmol) were added to a solution of (R)-4-benzyl-oxazolidin-2-one (333 mg, 1.90 mmol) and tetrahydrofuran-3-carboxylic acid (200 mg, 1.70 mmol) in CH2Cl2 (20 mL) at ambient temperature. The reaction mixture was stirred for 3 h at ambient temperature and water (20 mL) was added. The two layers were separated and the aqueous phase was extracted with CH2Cl2 (20 mL×3). The combined organic phases were washed with brine (50 mL×3), dried over anhydrous sodium sulfate and concentrated. The residue was purified by flash column chromatography on silica gel (CH2Cl2/EtOAc=100:2) to afford (R)-4-benzyl-3-((S)-tetrahydrofuran-3-carbonyl)oxazolidin-2-one (120 mg, 25% yield).
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 专利号 | US09434761B2 |
|---|
| 来源数据集 | uspto-grants-2016_09 |
|---|
| ORD ID | ord-4630c42d87374dfda80d82eef65a9dbc |
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| 来源说明 | uspto-grants-2016_09 |
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