참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | (+)-Glyceraldehyde | HCID 79014 | — |
| 반응물 | Furan-2-boronic acid | HCID 2734357 | — |
| 반응물 | HCID 11396034 | HCID 11396034 | — |
| 용매 | Ethanol | HCID 702 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | HCID 23515257 | HCID 23515257 | — |
반응 단계
2.08 g N-[(2S)-2-(3,4-dichlorophenyl)-4-(piperazinyl)butyl]-N-methylbenzamide (preparation see above under 1C) was dissolved in 100 ml ethanol and heated to approx. 50° C. 740 mg 2-furanboronic acid and 550 mg of an 80%-strength solution of D-glyceraldehyde in water were added to this initial solution. The resulting solution was heated to boiling at reflux for 10 hours. Then excess solvent was evaporated in a vacuum. Purification of the residue by column chromatography on silica gel (mobile solvent: dichloromethane/EtOH/NH4OH 87/11/2) yielded 2.1 g of the title compound as a beige foam, optical rotation [α]D20=−6.1° (c=1 in methanol); 1H-NMR (CDCl3, RT): 3.65 (d, 1H); 4.23 (ddd, 1H); 3.72 (dd, 1H); 3.78 (dd, 1H); 6.27 (d, 1H); 6.37 (1H); 7.42 (1H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US06770649B2 |
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| 출처 데이터셋 | uspto-grants-2004_08 |
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| ORD ID | ord-9506eec7136b48918ec35c609393b609 |
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| 출처 메모 | uspto-grants-2004_08 |
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