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Aminoacetaldehyde dimethyl acetal → HCID 178495875, 화합물

HRID 2068536
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HRID 2068536 반응식
S=[C:2]1[C@H:8]([NH:9][C:10](=[O:19])[O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7][CH2:6][C:5]2[CH:20]=[CH:21][CH:22]=[CH:23][C:4]=2[NH:3]1.[CH3:24][O:25][CH:26]([O:29][CH3:30])[CH2:27][NH2:28]>O1CCCC1.[Hg](Cl)Cl>[CH3:24][O:25][CH:26]([O:29][CH3:30])[CH2:27][NH:28][C:2]1[C@H:8]([NH:9][C:10](=[O:19])[O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7][CH2:6][C:5]2[CH:20]=[CH:21][CH:22]=[CH:23][C:4]=2[N:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 58304042benzyl N-[(3R)-2-thioxo-1,3,4,5-tetrahydro-1-benzazepin-3-yl]carbamate

생성물 1

HCID 178495875HCID 178495875, 화합물수율 92.2%

시약·촉매·용매 2

HCID 24085Mercuric Chloride촉매HCID 8028Tetrahydrofuran용매

실험 절차

Combine benzyl N-[(3R)-2-thioxo-1,3,4,5-tetrahydro-1-benzazepin-3-yl]carbamate (8.71 g, 26.68 mmol), mercury dichloride (HgCl2) (9.42 g, 34.69 mmol), and aminoacetaldehyde dimethyl acetal (11.65 mL, 106.73 mmol;) in tetrahydrofuran (250 mL) and heat to 55° C. for 20 minutes. Cool the mixture to ambient temperature and filter it through diatomaceous earth. Wash the cake with THF and ethyl acetate and concentrate the filtrate under reduced pressure. Dissolve the resulting oil in dichloromethane, wash with warm water (4×) and brine, dry over sodium sulfate, and concentrate the organic layer under reduced pressure to give the title compound (9.78 g, 92%) as a solid: MS (m/z): 398 (M+1).

후처리

  1. filtrationfilter it through diatomaceous earth
  2. washWash the cake with THF and ethyl acetate
  3. concentrationconcentrate the filtrate under reduced pressure
  4. dissolutionDissolve the resulting oil in dichloromethane
  5. washwash with warm water (4×) and brine
  6. dry with materialdry over sodium sulfate
  7. concentrationconcentrate the organic layer under reduced pressure

출처 및 근거

ORD 기록
ord-85d580b8a5f9496299af2737d96084c3
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08299061B2

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