N-Acetyl-D-leucine → (1R)-5-(1,1-Dimethylethyl)-2,3-dihydro-1H-inden-1-amine

HRID 2223393

반응식

HRID 2223393 반응식
[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH:10]([NH2:14])[CH2:9][CH2:8]2)([CH3:4])([CH3:3])[CH3:2].C(N[C@@H](C(O)=O)CC(C)C)(=O)C>CO>[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[C@H:10]([NH2:14])[CH2:9][CH2:8]2)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 1241420N-Acetyl-D-leucineHCID 115066015-tert-butyl-2,3-dihydro-1H-inden-1-amine

생성물 1

HCID 24777767(1R)-5-(1,1-Dimethylethyl)-2,3-dihydro-1H-inden-1-amine

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
65 °C

실험 절차

5-tert-Butyl-2,3-dihydro-1H-inden-1-ylamine (11.70 g, 44.4% ee), N-acetyl-(D)-leucine (11.78 g), and methanol (120 mL) were combined and heated at 65° C. for 1 hour. The solution was allowed to cool to ambient temperature. The solids were filtered and washed with toluene. The solid was then resuspended in methanol (125 mL) and brought to reflux. The solution was allowed to cool to ambient temperature and the solids were filtered. The solid was dried at 40° C. under reduced pressure to provide the title compound (98.7% ee).

후처리

  1. temperatureto cool to ambient temperature
  2. filtrationThe solids were filtered
  3. washwashed with toluene
  4. temperatureto reflux
  5. temperatureto cool to ambient temperature
  6. filtrationthe solids were filtered
  7. customThe solid was dried at 40° C. under reduced pressure

출처 및 근거

ORD 기록
ord-1e9b8f348a97400a811ed0f28dd11f48
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07375126B2

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