참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | (R)-(-)-1-CBZ-3-pyrrolidinol | HCID 11183628 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 3-Tosyl-Cbz-(R)-Pyrrolidine | HCID 67182709 | 94.6% |
반응 단계
3-Hydroxy-Cbz-(R)-pyrrolidine (13.7 g, 0.06 mol) was dissolved in CH2Cl2 (250 mL) and cooled to 0° C. p-Toluenesulfonyl chloride (14.16 g, 0.07 mol), and triethylamine (20.7 mL, 0.15 mol) were added and the resulting solution was stirred for 4 h at 0° C. The solution was washed with 1 M HCl, saturated NaHCO3, and brine. The organic solution was dried over MgSO4 and concentrated. The crude product was purified by column chromatography eluting with ethyl acetate/hexanes (3/1, v/v) to afford 20.4 g (88% yield) of the desired product as an oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US06727368B1 |
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| 출처 데이터셋 | uspto-grants-2004_04 |
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| ORD ID | ord-47499b2727b84624a09dd8aa63f61f0a |
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| 출처 메모 | uspto-grants-2004_04 |
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