3-Methyl-1-(pyridin-2-yl)butan-1-amine → (S)-3-Methyl-1-(pyridin-2-yl)butan-1-amine

HRID 874737노트

반응식

HRID 874737 반응식
[CH3:1][CH:2]([CH3:12])[CH2:3][CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)[NH2:5]>CO>[CH3:1][CH:2]([CH3:12])[CH2:3][C@@H:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)[NH2:5]

참가 물질

3

반응물 1

HCID 608186233-Methyl-1-(pyridin-2-yl)butan-1-amine

생성물 1

HCID 86306748(S)-3-Methyl-1-(pyridin-2-yl)butan-1-amine

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a hot solution of (L)-DBTA (7.2 g, 20 mmol) in MeOH (75 mL) with stirring was added a solution of racemic 3-methyl-1-(pyridin-2-yl)butan-1-amine (3.3 g, 20 mmol) in MeOH (30 mL) dropwise. After addition, the resulting suspension was stirred for 5 min under reflux and cooled in air for about 5 min. The resulting precipitate was collected by vacuum filtration, washed with cold MeOH, air-dried and recrystallized from MeOH (200 mL) to give (L)-DBTA salt of (S)-3-methyl-1-(pyridin-2-yl)butan-1-amine as white solid (1.95 g, 95.6% ee). The ee of the compound was determined by acetylating small samples with acetyl chloride and analyzing the products by chiral HPLC: Daicel Chiralpak AD-H, 90:10 v/v hexanes-IPA (+0.5% Et3N), 1.0 ml min−1, λ=254 nm, Rt=5.8 mins (R), Rt=7.5 min (S).

후처리

  1. additionAfter addition
  2. temperatureunder reflux
  3. temperaturecooled in air for about 5 min
  4. filtrationThe resulting precipitate was collected by vacuum filtration
  5. washwashed with cold MeOH
  6. customair-dried
  7. customrecrystallized from MeOH (200 mL)

출처 및 근거

ORD 기록
ord-e6da3fd05fc64349b7b85adab6827039
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08980934B2

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