Methyl iodide → 1-cycloheptylmethyl-4-(((2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-phenylethanoyl)oxy)-1-methylpiperidinium Iodide

HRID 458734ノート

反応式

HRID 458734 の反応式
[F:1][C:2]1([F:32])[CH2:6][CH2:5][C@@H:4]([C@@:7]([OH:31])([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:8]([O:10][CH:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH:18]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[CH2:13][CH2:12]2)=[O:9])[CH2:3]1.[CH3:33][I:34]>>[I-:34].[CH:18]1([CH2:17][N+:14]2([CH3:33])[CH2:13][CH2:12][CH:11]([O:10][C:8](=[O:9])[C@:7]([C@@H:4]3[CH2:5][CH2:6][C:2]([F:1])([F:32])[CH2:3]3)([OH:31])[C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH2:16][CH2:15]2)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]1

参加物

3

反応物 2

HCID 6328Methyl iodideHCID 865973021-(cycloheptyl-methyl)piperidin-4-yl (2R)-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-phenylethanoate

生成物 1

HCID 690728021-cycloheptylmethyl-4-(((2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-phenylethanoyl)oxy)-1-methylpiperidinium Iodide

実験手順

A solution formed by dissolving 1-(cycloheptylmethyl)piperidin-4-yl (2R)-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-phenylethanoate in 0.3 ml of methyl iodide at room temperature was allowed to stand for 12 hours at the same temperature, and excessive reagent was distilled off under reduced pressure. The diastereomers in the residue were separated on preparative thin layer chromatography (Kieselgel™60F254, Art5744 (Merck), chloroform/methanol=5/1) to provide the title compound respectively as 3.8 mg (low polar substance) and 2.8 mg (high polar substance) of colorless oily substances.

後処理

  1. customA solution formed
  2. distillationwas distilled off under reduced pressure
  3. customThe diastereomers in the residue were separated on preparative thin layer chromatography (Kieselgel™60F254, Art5744 (Merck), chloroform/methanol=5/1)

出典と根拠

ORDレコード
ord-75e2aa17cdee4428aaf8afbb43a92715
出典データセット
uspto-grants-2007_03
特許番号
US07192969B2

反応ノート

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