Sodium Bicarbonate → Voriconazole

HRID 1099521ノート

反応式

HRID 1099521 の反応式
[CH3:1][C@H:2]([C@@:10]([OH:25])([C:17]1[CH:18]=[CH:19][C:20]([F:24])=[CH:21][C:22]=1[F:23])[CH2:11][N:12]1[N:16]=[CH:15][N:14]=[CH:13]1)[C:3]1[N:8]=[CH:7][N:6]=[CH:5][C:4]=1[F:9].[C@@]12(CS([O-])(=O)=O)C(C)(C)C(CC1)CC2=O.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[CH3:1][C@H:2]([C@@:10]([OH:25])([C:17]1[CH:18]=[CH:19][C:20]([F:24])=[CH:21][C:22]=1[F:23])[CH2:11][N:12]1[N:16]=[CH:15][N:14]=[CH:13]1)[C:3]1[N:8]=[CH:7][N:6]=[CH:5][C:4]=1[F:9]

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 86626425Voriconazole (1R)-(-)-10-camphorsulfonate

生成物 1

HCID 71616Voriconazole収率 91.2%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Voriconazole (1R)-(−)-10-camphorsulfonate (6 g, 10.3 mmol) was suspended in ethyl acetate (18 ml) and treated slowly with aqueous saturated solution of sodium bicarbonate (14.4 ml). The mixture was stirred for 10 minutes and allowed to settle. The organic phase was separated and the aqueous phase was re-extracted with ethyl acetate (13.5 ml). The combined organic phases were washed with deionised water (1.8 ml), filtered through paper and concentrated under reduced pressure to give a white solid (3.28 g, 91.11% yield).

後処理

  1. customThe organic phase was separated
  2. extractionthe aqueous phase was re-extracted with ethyl acetate (13.5 ml)
  3. washThe combined organic phases were washed with deionised water (1.8 ml)
  4. filtrationfiltered through paper
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-2c5bf0f15f59488483a12cee9edf4d56
出典データセット
uspto-grants-2012_03
特許番号
US08143397B2

反応ノート

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