Triethylamine → HCID 67902542, 화합물

HRID 232223노트

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HRID 232223 반응식
[CH2:1]([O:8][C:9]([NH:11][C@H:12]1[CH2:16][O:15][NH:14][C:13]1=[O:17])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH2:25]([CH:32]1[C:36](=[O:37])[O:35][C:34](Cl)([C:38]([O:40][CH2:41][C:42]2[CH:47]=[CH:46][C:45]([N+:48]([O-:50])=[O:49])=[CH:44][CH:43]=2)=[O:39])[CH2:33]1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(OCC)(=O)C>ClCCl>[CH2:1]([O:8][C:9]([NH:11][C@H:12]1[CH2:16][O:15][N:14]([C:34]2([C:38]([O:40][CH2:41][C:42]3[CH:47]=[CH:46][C:45]([N+:48]([O-:50])=[O:49])=[CH:44][CH:43]=3)=[O:39])[CH2:33][CH:32]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:36](=[O:37])[O:35]2)[C:13]1=[O:17])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 14181640HCID 14181640, 화합물HCID 20030908HCID 20030908, 화합물

생성물 1

HCID 67902542HCID 67902542, 화합물수율 51%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In 1 ml of dichloromethane were dissolved 55 mg of (4S)-4-benzyloxycarbonylamino-3-isoxazolidinone and 0.07 ml of triethylamine. To the solution was added, under ice-cooling while stirring, 100 mg of the Compound (74) obtained in Example 74. The reaction solution was stirred at room temperature for 30 minutes, to which was added 25 ml of ethyl acetate. The mixture was washed with water, an aqueous solution of sodium hydrogen carbonate and water, successively, which was then dried (MgSO4), followed by evaporating off the solvent. The residue was subjected to a silica gel column chromatography, followed by elution with hexane-ethyl acetate (2:1) to give 70 mg of the subject Compound (75) as a pale yellow oily product. The IR and NMR spectra are in agreement with those of the Compound (75) obtained in Example 75.

후처리

  1. additionTo the solution was added, under ice-
  2. temperaturecooling
  3. stirringThe reaction solution was stirred at room temperature for 30 minutes, to which
  4. washThe mixture was washed with water
  5. dry with materialan aqueous solution of sodium hydrogen carbonate and water, successively, which was then dried (MgSO4)
  6. customby evaporating off the solvent
  7. washfollowed by elution with hexane-ethyl acetate (2:1)

출처 및 근거

ORD 기록
ord-30a9b8597b06434fb6d29c4f02e83fa9
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851422

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