Lithium tri-s-butylborohydride → HCID 86691846、化合物

HRID 1616232ノート

反応式

HRID 1616232 の反応式
[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]

参加物

5

反応物 2

HCID 3611392Lithium tri-s-butylborohydrideHCID 89735588HCID 89735588、化合物

生成物 1

HCID 86691846HCID 86691846、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-50c28bc851004b429d62911ffcb29678
出典データセット
uspto-grants-2014_07
特許番号
US08765784B2

反応ノート

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