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

HRID 1891083노트

반응식

HRID 1891083 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-28112a190c7a4f6d944af4786011bc47
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507510B2

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