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Boron tribromide → HCID 10300766, 화합물

HRID 1062471
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HRID 1062471 반응식
[CH:1]1([NH:4][S:5]([C:8]2[CH:13]=[C:12]([O:14][C:15]3[C:20]([Cl:21])=[CH:19][C:18]([CH2:22][CH:23]4[S:27][C:26](=[O:28])[NH:25][C:24]4=[O:29])=[CH:17][C:16]=3[Cl:30])[CH:11]=[CH:10][C:9]=2[O:31]C)(=[O:7])=[O:6])[CH2:3][CH2:2]1.B(Br)(Br)Br>ClCCl>[CH:1]1([NH:4][S:5]([C:8]2[CH:13]=[C:12]([O:14][C:15]3[C:16]([Cl:30])=[CH:17][C:18]([CH2:22][CH:23]4[S:27][C:26](=[O:28])[NH:25][C:24]4=[O:29])=[CH:19][C:20]=3[Cl:21])[CH:11]=[CH:10][C:9]=2[OH:31])(=[O:6])=[O:7])[CH2:2][CH2:3]1
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 22285672HCID 22285672, 화합물

생성물 1

HCID 10300766HCID 10300766, 화합물수율 68.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of the title compound of Step F (16 mg, 0.032 mmol) in dichloromethane (0.5 ml) at 0° C. was added boron tribromide (1M in dichloromethane, 0.06 ml, 0.06 mmol). The reaction mixture was stirred at room temperature for one hour, then quenched by addition of 1N HCl (5 ml). The resulting solution was extracted with dichloromethane (3×5 ml). The combined extracts were dried over sodium sulfate, filtered, and concentrated. The residue was purified by preparative TLC (7% methanol in dichloromethane) to afford the title compound (11 mg, 68% yield) as a white solid. MS (APCI−) Calc: 502.0, Found: 501.2 (M−1).

후처리

  1. customquenched by addition of 1N HCl (5 ml)
  2. extractionThe resulting solution was extracted with dichloromethane (3×5 ml)
  3. dry with materialThe combined extracts were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by preparative TLC (7% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-f0666bfbbb294534859be50147e58173
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06960604B2

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