Hydrochloric Acid → N-[[1-[[(E)-3-(2-furanyl)-1-oxo-2-Propenyl]amino]cyclohexyl]carbonyl]-L-methionine

HRID 1627498노트

반응식

HRID 1627498 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1/[CH:6]=[CH:7]/[C:8]1C(=O)[C:11](=[O:14])[C:10]2([CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[N:9]=1.[NH2:20][C@H:21]([C:26]([OH:28])=[O:27])[CH2:22][CH2:23][S:24][CH3:25].C(OCC)(=[O:31])C.Cl>CN1CCOCC1.O>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1/[CH:6]=[CH:7]/[C:8]([NH:9][C:10]1([C:11]([NH:20][C@H:21]([C:26]([OH:28])=[O:27])[CH2:22][CH2:23][S:24][CH3:25])=[O:14])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]1)=[O:31]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6137L-MethionineHCID 8857Ethyl AcetateHCID 67180194HCID 67180194, 화합물

생성물 1

HCID 24737876N-[[1-[[(E)-3-(2-furanyl)-1-oxo-2-Propenyl]amino]cyclohexyl]carbonyl]-L-methionine수율 9%

시약·촉매·용매 2

HCID 962Water용매HCID 79724-Methylmorpholine용매

실험 절차

A solution of 491 mg (2 mmol) of 2-[(E)-2-(2-furanyl)ethenyl]-3-oxo-1-azaspiro[4.5]dec-1-en-4-one and 597 mg (4 mmol) of L-methionine in 20 ml of N-methylmorpholine was heated under reflux for 15 hours. After ethyl acetate and water were added to the reaction solution, it was acidified using concentrated hydrochloric acid. The organic layer was separated and successively washed with water and saturated brine, followed by drying with anhydrous sodium sulfate. After the solvent was distilled off under reduced pressure, the residue was purified by silica gel chromatography to obtain 74 mg (9%) of the title compound.

후처리

  1. temperatureunder reflux for 15 hours
  2. customThe organic layer was separated
  3. washsuccessively washed with water and saturated brine
  4. dry with materialby drying with anhydrous sodium sulfate
  5. distillationAfter the solvent was distilled off under reduced pressure
  6. customthe residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-28a9ebc1eb3a46569a2b5b92249059b1
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785631B2

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