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L-Methionine → N-[[1-[[(4-Methoxyphenyl)carbonyl]amino]cyclohexyl]carbonyl]-L-methionine

HRID 1851859
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HRID 1851859 반응식
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][S:5][CH3:6].[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[O:22][C:21](=[O:23])[C:20]3([CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[N:19]=2)=[CH:14][CH:13]=1>CN1CCOCC1>[CH3:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]([NH:19][C:20]2([C:21]([NH:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][S:5][CH3:6])=[O:23])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2)=[O:22])=[CH:16][CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6137L-MethionineHCID 576728572-(4-Methoxyphenyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one

생성물 1

HCID 24738018N-[[1-[[(4-Methoxyphenyl)carbonyl]amino]cyclohexyl]carbonyl]-L-methionine수율 13%

시약·촉매·용매 1

HCID 79724-Methylmorpholine용매

실험 절차

10 ml of N-methylmorpholine was added to 298 mg (2 mmol) of L-methionine and 259 mg (1 mmol) of 2-(4-methoxyphenyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one, and the mixture was stirred and refluxed under heating overnight. The reaction solution was distilled off under reduced pressure, a 10% aqueous potassium hydrogensulfate solution was added thereto, and the mixture was extracted with methylene chloride three times. The obtained organic layer was dried with anhydrous sodium hydrogensulfate and the solvent was distilled off under reduced pressure. Ethyl acetate was added to the obtained residue, and the mixture was stirred overnight. The precipitated solid was collected by filtration and dried under reduced pressure to obtain 52 mg (13%) of the title compound.

후처리

  1. temperaturerefluxed
  2. temperatureunder heating overnight
  3. distillationThe reaction solution was distilled off under reduced pressure
  4. additiona 10% aqueous potassium hydrogensulfate solution was added
  5. extractionthe mixture was extracted with methylene chloride three times
  6. dry with materialThe obtained organic layer was dried with anhydrous sodium hydrogensulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. additionEthyl acetate was added to the obtained residue
  9. stirringthe mixture was stirred overnight
  10. filtrationThe precipitated solid was collected by filtration
  11. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-d0457b863b8d4369b6b48fd13fb52e83
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08957205B2

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