Lithium tri-s-butylborohydride → HCID 86691846, 화합물

HRID 1616232노트

반응식

HRID 1616232 반응식
[Br:1][C:2]1[CH:3]=[C:4](/[C:10](=[N:12]/[S:13]([C:15]([CH3:18])([CH3:17])[CH3:16])=[O:14])/[CH3:11])[CH:5]=[CH:6][C:7]=1[C:8]#[N:9].CCC(C)[BH-](C(C)CC)C(C)CC.[Li+]>C1COCC1.CCOC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([C@H:10]([NH:12][S:13]([C:15]([CH3:16])([CH3:18])[CH3:17])=[O:14])[CH3:11])[CH:5]=[CH:6][C:7]=1[C:8]#[N:9]

참가 물질

5

반응물 2

HCID 3611392Lithium tri-s-butylborohydrideHCID 89735588HCID 89735588, 화합물

생성물 1

HCID 86691846HCID 86691846, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 38-1 (500 mg, 1.5 mmol) in THF (4 mL) at −78 C was added L-Selectride (3.1 mL, 3.1 mmol, 1M). After 10 minutes, the reaction was diluted in EtOAc, washed with saturated sodium bicarbonate, dried over sodium sulfate, filtered and concentrated. Purification by reverse phase chromatography (1-100%, 0.1% TFA in H2O/Acetonitrile) gave desired product. MS (M+H)+: observed=329.0/331.0, calculated=329.3/331.3.

후처리

  1. washwashed with saturated sodium bicarbonate
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customPurification by reverse phase chromatography (1-100%, 0.1% TFA in H2O/Acetonitrile)

출처 및 근거

ORD 기록
ord-50c28bc851004b429d62911ffcb29678
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765784B2

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