Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 388740생성일: 2026년 10월 25일
Diisobutylaluminumhydride → (2z)-2-((3r,5s)-3-{[Tert-butyl(diphenyl)silyl]oxy}-5-fluoro-4-methylenecyclohexylidene)ethanol
https://huagongshe.com/reaction/388740
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Diisobutylaluminumhydride | HCID 21225700 | — |
| 반응물 | Ethyl (2z)-((3r,5s)-3-{[tert-butyl(diphenyl)silyl]oxy}-5-fluoro-4-methylenecyclohexylidene)acetate | HCID 57696867 | — |
| 용매 | Toluene methylene chloride | HCID 21877217 | — |
| 생성물 | (2z)-2-((3r,5s)-3-{[Tert-butyl(diphenyl)silyl]oxy}-5-fluoro-4-methylenecyclohexylidene)ethanol | HCID 68936398 | 68% |
반응 단계
The compound of Example 13G (40 mg, 0.09 mmol) was dissolved in 1 mL of 1:1 dichloromethane/toluene and cooled to −78° C. Diisobutylaluminum hydride (1 M in hexanes, 0.36 mL) was added, and the mixture was stirred for 20 minutes. The reaction was quenched by the addition of water; the mixture was warmed to ambient temperature, and then acidified to pH˜2 by addition of concentrated HCl. The mixture was extracted with ethyl acetate; the organics were washed with brine and dried over Na2SO4. The solvents were removed in vacuo; the residue was purified by chromatography on an Analogix Intelliflash 280™, eluting with 17% ethyl acetate in hexanes to give the titled compound (25 mg, 68%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08377913B2 |
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| 출처 데이터셋 | uspto-grants-2013_02 |
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| ORD ID | ord-7e5502f2a60548b8a139903ef04181b0 |
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| 출처 메모 | uspto-grants-2013_02 |
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