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Sodium periodate → HCID 86647276, 화합물

HRID 1695428
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HRID 1695428 반응식
[O-]I(=O)(=O)=O.[Na+].[CH3:7][O:8][C:9]([C:11]1[N:12]([CH3:40])[N:13]=[C:14]([O:16][CH2:17][C:18]2[C:19]([C:33]3[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=3)=[N:20][O:21][C:22]=2[C@@H:23]([OH:32])[C@H](O)C2C=CC=CC=2)[CH:15]=1)=[O:10]>C1COCC1.O>[CH3:7][O:8][C:9]([C:11]1[N:12]([CH3:40])[N:13]=[C:14]([O:16][CH2:17][C:18]2[C:19]([C:33]3[CH:34]=[CH:35][C:36]([F:39])=[CH:37][CH:38]=3)=[N:20][O:21][C:22]=2[CH:23]=[O:32])[CH:15]=1)=[O:10]
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참가 물질

5

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HCID 23667635Sodium periodateHCID 672770305-[5-((1S,2R)-1,2-dihydroxy-2-phenyl-ethyl)-3-(4-fluoro-phenyl)-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

생성물 1

HCID 86647276HCID 86647276, 화합물수율 88.6%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Sodium (meta)periodate (3.67 g, 17.2 mmol) was added at 0° C. to a mixture of 5-[5-((1S,2R)-1,2-dihydroxy-2-phenyl-ethyl)-3-(4-fluoro-phenyl)-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (5.35 g, 11.4 mmol) in THF (29.6 ml) and water (6.1 ml) and the resulting mixture stirred at 0° C. over night. The reaction mixture was extracted with water and ethyl acetate, and the organic phases were washed with brine, dried over sodium sulfate, filtered and evaporated. Purification by chromatography (silica, heptane:ethyl acetate=1:0 to 4:1) afforded the title compound (3.63 g, 88%) as a white solid. MS: m/e=418.1 [M+OAc]−.

후처리

  1. extractionThe reaction mixture was extracted with water and ethyl acetate
  2. washthe organic phases were washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. customPurification by chromatography (silica, heptane:ethyl acetate=1:0 to 4:1)

출처 및 근거

ORD 기록
ord-a991146a64114db9aca5d3c82af7bacb
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163728B2

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