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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Sodium Hydroxide → tert-butyl(2S,3S)-1-acetyl-8-cyano-2-methyl-4-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamate

HRID 1486088
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인쇄 미리보기

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HRID 1486088 반응식
C([N:4]1[C:10](=[O:11])[C@@H:9]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[C@H:8]([CH3:20])[N:7]([C:21](=[O:23])[CH3:22])[C:6]2[CH:24]=[C:25]([C:28]#[N:29])[CH:26]=[CH:27][C:5]1=2)(=O)C.[OH-].[Na+]>CO.CCOC(C)=O>[C:21]([N:7]1[C@@H:8]([CH3:20])[C@H:9]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:17])([CH3:18])[CH3:16])[C:10](=[O:11])[NH:4][C:5]2[CH:27]=[CH:26][C:25]([C:28]#[N:29])=[CH:24][C:6]1=2)(=[O:23])[CH3:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 131736780tert-butyl(3S,4S)-1,5-diacetyl-7-cyano-4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamate

생성물 1

HCID 131736779tert-butyl(2S,3S)-1-acetyl-8-cyano-2-methyl-4-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamate수율 39%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 8857
Ethyl Acetate
용매

실험 절차

To a rt solution of tert-butyl(3S,4S)-1,5-diacetyl-7-cyano-4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamate (413 mg, 1.03 mmol) in MeOH (10.3 ml) was added 1 M aq. sodium hydroxide (1.13 ml, 1.13 mmol), dropwise. The reaction was stirred for 30 min, then diluted with EtOAc, washed with H2O and sat. aq. NaCl, dried over Na2SO4, filtered, and concentrated. The crude material was purified by flash chromatography to provide tert-butyl(2S,3S)-1-acetyl-8-cyano-2-methyl-4-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamate (144 mg, 39%) as a white solid. MS m/z 381 (MNa)+.

후처리

  1. washwashed with H2O and sat. aq. NaCl
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude material was purified by flash chromatography

출처 및 근거

ORD 기록
ord-7d7d21a7c4b04f91b215f15e4cedecd9
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09422331B2

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