Dimethylformamide → HCID 178450085, 화합물

HRID 1368534

반응식

HRID 1368534 반응식
[H-].[Na+].CN(C=O)C.[OH:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([C:19]([C:24]1[N:25]=[CH:26][N:27](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:28]=1)([OH:23])[CH:20]([CH3:22])[CH3:21])[CH:13]=[CH:12]2.[C:48]([O:54][CH2:55]I)(=[O:53])[C:49]([CH3:52])([CH3:51])[CH3:50]>C(OCC)(=O)C.O>[CH3:50][C:49]([CH3:52])([CH3:51])[C:48]([O:54][CH2:55][O:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:19]([OH:23])([C:24]3[N:25]=[CH:26][NH:27][CH:28]=3)[CH:20]([CH3:22])[CH3:21])[CH:15]=2)[CH:10]=1)=[O:53]

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 104401Iodomethyl pivalateHCID 220183856-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthol

생성물 1

HCID 178450085HCID 178450085, 화합물수율 41%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

Sodium hydride (60% oil dispersion, 0.120 g) was added to DMF (15 ml), and to the mixture was slowly added 1-(6-hydroxynaphthalen-2-yl)-1-(1-trityl-1H-imidazol-4-yl)-2-methyl-1-propanol (1.397 g) under ice cooling, and the mixture was stirred for 30 min under ice cooling. To the mixture was added iodomethyl pivalate (0.83 g), and the mixture was stirred at room temperature for 6 h. To the mixture were added water and ethyl acetate, and the organic layer was washed with water and saturated solution of sodium chloride. The extract was dried and concentrated. The obtained residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=5:1→3:1). Recrystallization from hexane-ethyl acetate to give the titled compound (0.433 g) as a colorless solid.

후처리

  1. stirringthe mixture was stirred at room temperature for 6 h
  2. washthe organic layer was washed with water and saturated solution of sodium chloride
  3. customThe extract was dried
  4. concentrationconcentrated
  5. customThe obtained residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=5:1→3:1)
  6. customRecrystallization from hexane-ethyl acetate

출처 및 근거

ORD 기록
ord-5f5c8c2ed56341c4b3900a3ea726ccbd
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06573289B1

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