Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine → (1S,5R)-3-(3-{[(1,1-Dimethylethyl)(Dimethyl)Silyl]Oxy}Propyl)-1-[2-Fluoro-4-(Trifluoromethyl)Phenyl]-3-Azabicyclo[3.1.0]Hexane
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | 2-Naphthylalanine | HCID 185915 | — |
| 반응물 | (3-Bromopropoxy)(tert-butyl)dimethylsilane | HCID 607486 | — |
| 반응물 | (1S,5R)-1-[2-fluoro-4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane | HCID 59346768 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | (1S,5R)-3-(3-{[(1,1-Dimethylethyl)(Dimethyl)Silyl]Oxy}Propyl)-1-[2-Fluoro-4-(Trifluoromethyl)Phenyl]-3-Azabicyclo[3.1.0]Hexane | HCID 59759997 | 97.8% |
반응 단계
A mixture of (1S,5R)-1-[2-fluoro-4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane (150 mg, 0.6 mmol), [(3-bromopropyl)oxy](1,1-dimethylethyl)dimethylsilane (233 mg, 0.92 mmol), triethylamine (185 mg, 1.83 mmol) and Nal (20 mg) in THF (2 mL) was stirred at r.t. for 20 h. The reaction mixture was concentrated under vacuum, water was added and the aqueous phase was extracted with EtOAc. The organic phase was dried over Na2SO4 and filtered. The filtrate was concentrated under vacuum and the crude was purified by column chromatography (eluting with EtOAc/cyclohexane 3/7) to give 245 mg of the title compound.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07875643B2 |
| 출처 데이터셋 | uspto-grants-2011_01 |
| ORD ID | ord-d661de3d79454f38b7d20a768ef01a40 |
| 출처 메모 | uspto-grants-2011_01 |