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Methanol → HCID 67014384, 화합물

HRID 1072056
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HRID 1072056 반응식
C([O:8][C@H:9]([C@H:11]([N:22]1[CH:26]=[C:25]([C:27]([NH2:29])=[O:28])[N:24]=[CH:23]1)[CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20][CH3:21])[CH3:10])C1C=CC=CC=1.I[Si](C)(C)C.CO>C(Cl)(Cl)Cl>[OH:8][C@H:9]([C@H:11]([N:22]1[CH:26]=[C:25]([C:27]([NH2:29])=[O:28])[N:24]=[CH:23]1)[CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20][CH3:21])[CH3:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 887MethanolHCID 85247Trimethylsilyl iodideHCID 69677845HCID 69677845, 화합물

생성물 1

HCID 67014384HCID 67014384, 화합물수율 59.8%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A mixture of 1-[(2S,3R)-2-(benzyloxy)-5-(2-(methylthio)phenyl)-3-pentyl]imidazole-4-carboxamide (133 mg) and iodotrimethylsilane (0.16 ml) in chloroform (5 ml) was stirred at room temperature for 2 hours. The mixture was poured into cold methanol and the whole was evaporated in vacuo. The residue was taken up in ethyl acetate, washed with water, aqueous sodium bisulfite and sodium bicarbonate, successively, and dried. The residue left after evaporation of solvent was purified by column chromatography on silica gel, eluting with a mixture of dichloromethane and methanol (20:1) to give a white powder of 1-[(2S,3R)-2-hydroxy-5-(2-(methylthio)phenyl)-3-pentyl]imidazole-4-carboxamide (2) (62 mg).

후처리

  1. customthe whole was evaporated in vacuo
  2. washwashed with water, aqueous sodium bisulfite and sodium bicarbonate
  3. customsuccessively, and dried
  4. waitThe residue left
  5. customafter evaporation of solvent
  6. customwas purified by column chromatography on silica gel
  7. washeluting with a mixture of dichloromethane and methanol (20:1)

출처 및 근거

ORD 기록
ord-d82281317fd64a078ed201092a1c2af2
출처 데이터셋
uspto-grants-2005_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06908940B2

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