Water → (2R,4S,4 aS)-11-fluoro-2,4-dimethyl-8-(2-(methylsulfonyl)pyrimidin-4-yl)-2,4,4a,6-tetrahydro-1H,1'H-spiro[isoxazolo[4,5-g][1,4]oxazino[4,3-a]quinoline-5,5'-pyrimidine]-2',4',6'(3'H)-trione

HRID 245566

反応式

HRID 245566 の反応式
O[O:2][S:3]([O-:5])=O.[K+].[F:7][C:8]1[C:9]2[O:34][N:33]=[C:32]([C:35]3[CH:40]=[CH:39][N:38]=[C:37](SC)[N:36]=3)[C:10]=2[CH:11]=[C:12]2[C:25]=1[N:24]1[CH2:26][C@@H:27]([CH3:31])[O:28][C@@H:29]([CH3:30])[C@@H:23]1[C:14]1([C:19](=[O:20])[NH:18][C:17](=[O:21])[NH:16][C:15]1=[O:22])[CH2:13]2.[CH2:43]1COCC1.O>CO.C(Cl)Cl>[F:7][C:8]1[C:9]2[O:34][N:33]=[C:32]([C:35]3[CH:40]=[CH:39][N:38]=[C:37]([S:3]([CH3:43])(=[O:5])=[O:2])[N:36]=3)[C:10]=2[CH:11]=[C:12]2[C:25]=1[N:24]1[CH2:26][C@@H:27]([CH3:31])[O:28][C@@H:29]([CH3:30])[C@@H:23]1[C:14]1([C:15](=[O:22])[NH:16][C:17](=[O:21])[NH:18][C:19]1=[O:20])[CH2:13]2

参加物

7

反応物 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 23707502Potassium hydroxy sulfiteHCID 67434098(2R,4S,4aS)-11-fluoro-2,4-dimethyl-8-(2-(methylthio)pyrimidin-4-yl)-2,4,4a,6-tetrahydro-1H,1'H-spiro[isoxazolo[4,5-g][1,4]oxazino[4,3-a]quinoline-5,5'-pyrimidine]-2',4',6'(3'H)-trione

生成物 1

HCID 67431840(2R,4S,4 aS)-11-fluoro-2,4-dimethyl-8-(2-(methylsulfonyl)pyrimidin-4-yl)-2,4,4a,6-tetrahydro-1H,1'H-spiro[isoxazolo[4,5-g][1,4]oxazino[4,3-a]quinoline-5,5'-pyrimidine]-2',4',6'(3'H)-trione

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

Oxone (5902 mg, 9.60 mmol) was added to a solution of (2R,4S,4aS)-11-fluoro-2,4-dimethyl-8-(2-(methylthio)pyrimidin-4-yl)-2,4,4a,6-tetrahydro-1H,1′H-spiro[isoxazolo[4,5-g][1,4]oxazino[4,3-a]quinoline-5,5′-pyrimidine]-2′,4′,6′(3′H)-trione (Example 168, 984 mg, 1.92 mmol) in MeOH:THF:H2O (30 ml)(1:1:1), and the mixture was stirred at room temperature for 48 hours. The reaction mixture was diluted with DCM (50 ml), stirred for 10 minutes, filtered, and the filter cake was washed with EtOH. The filtrate was washed with water and brine, concentrated under reduced pressure to give the desired product used in subsequent reactions without further purification.

後処理

  1. filtrationfiltered
  2. washthe filter cake was washed with EtOH
  3. washThe filtrate was washed with water and brine
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8f3492e58b1044eda4dd86e747110429
出典データセット
uspto-grants-2014_02
特許番号
US08658641B2

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