Triphenylphosphine → HCID 69432329, 화합물

HRID 1348958노트

반응식

HRID 1348958 반응식
CCOC(/N=N/C(OCC)=O)=O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[CH3:32][O:33][C:34]([C:36]1[NH:37][C:38](=[O:50])[NH:39][C:40]=1[CH2:41][S:42][C:43]1[CH:48]=[CH:47][C:46]([OH:49])=[CH:45][CH:44]=1)=[O:35].[CH3:51][C:52]1[CH:61]=[C:60]([CH2:62]O)[C:59]2[C:54](=[CH:55][CH:56]=[CH:57][CH:58]=2)[N:53]=1>C1COCC1.CN(C=O)C>[CH3:32][O:33][C:34]([C:36]1[NH:37][C:38](=[O:50])[NH:39][C:40]=1[CH2:41][S:42][C:43]1[CH:48]=[CH:47][C:46]([O:49][CH2:62][C:60]2[C:59]3[C:54](=[CH:55][CH:56]=[CH:57][CH:58]=3)[N:53]=[C:52]([CH3:51])[CH:61]=2)=[CH:45][CH:44]=1)=[O:35]

참가 물질

7

반응물 4

HCID 11776Triphenylphosphine2회HCID 5462977Diethyl azodicarboxylateHCID 10149033(2-Methylquinolin-4-yl)methanolHCID 711950995-(4-hydroxy-phenylsulfanyl methyl)-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid methyl ester

생성물 1

HCID 69432329HCID 69432329, 화합물수율 8%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of DEAD (81 mg, 0.46 mmol) in 3 mL of THF at 0° C. was added PPh3 (120 mg, 0.46 mmol). After dissolution of PPh3, 4d (100 mg, 0.31 mmol) was added and the solution was stirred for 15 min. (2-methyl-4-quinolinyl)methanol was then added as a solid. After stirring for 2 h, 3 mL of DMF was added to aid dissolution. The mixture was stirred at room temperature overnight before it was quenched with water. The solution was extracted with CH2Cl2 and the organic layer was dried over MgSO4. After filtration and concentration, the residue was purified by flash column chromatography to provide 5-[4-(2-methyl-quinolin-4-ylmethoxy)-phenylsulfanylmethyl]-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid methyl ester 4e (11 mg, 8%). MS (ESI+) (M+1)=436.

후처리

  1. additionwas added
  2. additionwas then added as a solid
  3. stirringThe mixture was stirred at room temperature overnight before it
  4. customwas quenched with water
  5. extractionThe solution was extracted with CH2Cl2
  6. dry with materialthe organic layer was dried over MgSO4
  7. filtrationAfter filtration and concentration
  8. customthe residue was purified by flash column chromatography

출처 및 근거

ORD 기록
ord-f3ab5768211b4e6a88490fda4322a720
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07211671B2

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