Sodium Chloride → (RS)-S-ethyl-N-({[(1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl]oxy}carbonyl)-S-(4-nitrophenyl)sulfoximide

HRID 1891083ノート

反応式

HRID 1891083 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH2:13][CH3:14])(=[NH:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl[C:16]([O:18][CH:19]1[CH:24]([CH:25]([CH3:27])[CH3:26])[CH2:23][CH2:22][CH:21]([CH3:28])[CH2:20]1)=[O:17].[Na+].[Cl-]>N1C=CC=CC=1>[CH2:13]([S:10]([C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=1)(=[N:12][C:16]([O:18][C@@H:19]1[CH2:20][C@H:21]([CH3:28])[CH2:22][CH2:23][C@H:24]1[CH:25]([CH3:27])[CH3:26])=[O:17])=[O:11])[CH3:14]

参加物

5

反応物 3

HCID 5234Sodium ChlorideHCID 151928Menthyl chloroformateHCID 59550863Ethyl(imino)(4-nitrophenyl)-_6-sulfanone

生成物 1

HCID 59674037(RS)-S-ethyl-N-({[(1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl]oxy}carbonyl)-S-(4-nitrophenyl)sulfoximide

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

100 mg (0.47 mmol) of (RS)—S-(4-nitrophenyl)-S-ethyl sulfoximide in 4.40 ml of pyridine is mixed drop by drop at room temperature with 0.46 ml (2.17 mmol) of (+) menthyl chloroformate. The batch is stirred for 4 hours at room temperature and then added to dilute NaCl solution. It is extracted from ethyl acetate. The combined organic phases are dried (Na2SO4), filtered and concentrated by evaporation. The remaining residue is purified by chromatography (hexane/ethyl acetate 1:1). 161 mg (0.41 mmol, corresponding to 87% of theory) of the product is obtained.

後処理

  1. extractionIt is extracted from ethyl acetate
  2. dry with materialThe combined organic phases are dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated by evaporation
  5. customThe remaining residue is purified by chromatography (hexane/ethyl acetate 1:1)
  6. custom161 mg (0.41 mmol, corresponding to 87% of theory) of the product is obtained

出典と根拠

ORDレコード
ord-28112a190c7a4f6d944af4786011bc47
出典データセット
uspto-grants-2013_08
特許番号
US08507510B2

反応ノート

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