Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Dicyclohexylcarbodiimide → (S)-1-((S)-2-benzyl-4-(3-(cyclopentyloxy)-4-methoxyphenyl)piperazin-1-yl)-3-hydroxybutan-1-one
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 반응물 | (S)-3-hydroxybutyric acid | HCID 94318 | — |
| 반응물 | (S)-3-Benzyl-1-(3-cyclopentyloxy-4-methoxy-phenyl)-piperazine | HCID 16725642 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | (S)-1-((S)-2-benzyl-4-(3-(cyclopentyloxy)-4-methoxyphenyl)piperazin-1-yl)-3-hydroxybutan-1-one | HCID 52918529 | 57% |
반응 단계
A solution of (S)-3-Benzyl-1-(3-cyclopentyloxy-4-methoxy-phenyl)-piperazine (92 mg, 0.25 mmol) in CH2Cl2 (1 mL) at 0-5° C. was treated with (S)-3-hydroxybutanoic acid (29 mg, 0.28 mmol), a catalytic amount of DMAP, and DCC (57 mg, 0.28 mmol). The reaction mixture was allowed to warm to room temperature and stir 6 h. After this time the reaction mixture was evaporated and the residue purified by silica gel flash chromatography with 50% EtOAc/hexanes as eluant to afford the title compound as an oil (64 mg, 57%). LC/MS (Method B) 3.53 min, [M+1]+ 453.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08927546B2 |
| 출처 데이터셋 | uspto-grants-2015_01 |
| ORD ID | ord-b678120f363c45b8a50feff5dafe9914 |
| 출처 메모 | uspto-grants-2015_01 |