Water → tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]-1,4-oxazepane-4-carboxylate

HRID 1022708노트

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HRID 1022708 반응식
[NH2:1][C:2](=[N:26][OH:27])[CH2:3][C@H:4]1[C@H:10]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=2)[O:9][CH2:8][CH2:7][N:6]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:5]1.[CH3:28][C:29](C)([O-])C.[K+].C(OCC)(=O)C.O>C1(C)C=CC=CC=1>[Cl:18][C:13]1[CH:12]=[C:11]([C@@H:10]2[O:9][CH2:8][CH2:7][N:6]([C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20])[CH2:5][C@H:4]2[CH2:3][C:2]2[N:1]=[C:28]([CH3:29])[O:27][N:26]=2)[CH:16]=[CH:15][C:14]=1[Cl:17]

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 23665647Potassium tert-butoxideHCID 86663870tert-butyl (6R,7R)-6-[2-amino-2-(hydroxyimino)ethyl]-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate

생성물 1

HCID 66975054tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]-1,4-oxazepane-4-carboxylate수율 44.6%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
100 °C

실험 절차

To a solution of tert-butyl (6R,7R)-6-[2-amino-2-(hydroxyimino)ethyl]-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (388 mg, 0.93 mmol) in toluene (4 mL) were added potassium tert-butoxide (208 mg, 1.86 mmol) and ethyl acetate (1 mL, 0.93 mmol). The reaction mixture was stirred at 100° C. overnight. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (183.4 mg).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-8a01925d028f401f8bd52d60c27b241f
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722662B2

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