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Methanethiol → HCID 86738652, 화합물

HRID 2199092
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HRID 2199092 반응식
[C:1]([O:4][C@H:5]1[CH2:22][C@@:20]2([CH3:21])[C@@H:16]([CH2:17][CH:18]=[C:19]2[S:23][CH2:24][CH3:25])[C@H:15]2[C@@:6]1([F:28])[C@:7]1([CH3:27])[C:12]([CH2:13][CH2:14]2)=[CH:11][C:10](=[O:26])[CH:9]=[CH:8]1)(=[O:3])[CH3:2].[CH3:29][SH:30].C(#N)C.C(=O)=O.B(F)(F)F.CCOCC>ClCCl>[C:1]([O:4][C@H:5]1[CH2:22][C@@:20]2([CH3:21])[C@@H:16]([CH2:17][CH2:18][C:19]2([S:23][CH2:24][CH3:25])[S:30][CH3:29])[C@H:15]2[C@@:6]1([F:28])[C@:7]1([CH3:27])[C:12]([CH2:13][CH2:14]2)=[CH:11][C:10](=[O:26])[CH:9]=[CH:8]1)(=[O:3])[CH3:2]
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HCID 878MethanethiolHCID 8000Boron trifluoride etherateHCID 67880269HCID 67880269, 화합물HCID 86587134Acetonitrile dry ice

생성물 1

HCID 86738652HCID 86738652, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
-40 °C

실험 절차

A solution of 1.01 g (2.5 mmole) of 11β-acetyloxy-17-(ethylthio)-9-fluoroandrosta-1,4,16-trien-3-one in 15 ml of dry dichloromethane and 3.4 ml of a solution of methyl mercaptan in dichloromethane (1.82 g in 10 ml of dry dichloromethane) is cooled to about -40° C. (acetonitrile-dry ice bath) under nitrogen; boron trifluoride etherate (0.7 ml) is then added. The solution is stirred at approximately -40° C. under nitrogen for 3 hours, quenched with a saturated sodium bicarbonate solution at -40° C. under vigorous stirring, diluted with chloroform, washed with water, dried over anhydrous Na2SO4 and evaporated in vacuo to give 1.0 g of the title compound, melting point 185°-186° C., with consistent spectral data.

후처리

  1. customquenched with a saturated sodium bicarbonate solution at -40° C. under vigorous stirring
  2. additiondiluted with chloroform
  3. washwashed with water
  4. dry with materialdried over anhydrous Na2SO4
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-4c86f3e20d4a4d42b1f40e08bdcbfae9
출처 데이터셋
uspto-grants-1982_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04361559

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