6-[1-Hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]naphthalen-2-yloxymethyl 2,2-dimethylpropionate → HCID 178450085、化合物

HRID 1368535ノート

反応式

HRID 1368535 の反応式
[CH3:1][C:2]([CH3:48])([CH3:47])[C:3]([O:5][CH2:6][O:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:18]([OH:46])([C:22]3[N:23]=[CH:24][N:25](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[CH:26]=3)[CH:19]([CH3:21])[CH3:20])[CH:14]=2)[CH:9]=1)=[O:4]>C(O)(=O)C.[C].[Pd]>[CH3:48][C:2]([CH3:1])([CH3:47])[C:3]([O:5][CH2:6][O:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:18]([OH:46])([C:22]3[N:23]=[CH:24][NH:25][CH:26]=3)[CH:19]([CH3:21])[CH3:20])[CH:14]=2)[CH:9]=1)=[O:4]

参加物

4

反応物 1

HCID 220184286-[1-Hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]naphthalen-2-yloxymethyl 2,2-dimethylpropionate

生成物 1

HCID 178450085HCID 178450085、化合物収率 45.2%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 176Acetic Acid溶媒

反応条件

温度
50 °C

実験手順

6-[1-Hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]naphthalen-2-yloxymethyl 2,2-dimethylpropionate (0.381 g) was dissolved in acetic acid (15 ml). To the solution was added palladium carbon (0.200 g), and the mixture was stirred at 50° C. for 2 h under hydrogen atmosphere. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. To the residue was added ethyl acetate, and the mixture was washed with saturated aqueous solution of sodium hydrogencarbonate and saturated sodium chloride solution. The organic layer was dried and concentrated. The obtained residue was purified by silica gel column chromatography (eluent, dichloromethane:methanol=30:1→20:1) to give the titled compound (0.107 g) as an amorphous product.

後処理

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionTo the residue was added ethyl acetate
  4. washthe mixture was washed with saturated aqueous solution of sodium hydrogencarbonate and saturated sodium chloride solution
  5. customThe organic layer was dried
  6. concentrationconcentrated
  7. customThe obtained residue was purified by silica gel column chromatography (eluent, dichloromethane:methanol=30:1→20:1)

出典と根拠

ORDレコード
ord-4854da9b5a3d4bdf8d422a7bafbba0c4
出典データセット
uspto-grants-2003_06
特許番号
US06573289B1

反応ノート

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