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Carbon Dioxide → 3-(4-(1-Benzyl-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(R)-acetoxy-methyloxazolidin-2-one

HRID 8174
ノート
印刷プレビュー

反応式

HRID 8174 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([C:14]2[C:19]([F:20])=[CH:18][C:17]([N:21]3[CH:25]([CH3:26])[C@H:24]([OH:27])[O:23][C:22]3=[O:28])=[CH:16][C:15]=2[F:29])=[CH:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:30](OC(=O)C)(=[O:32])[CH3:31].C(=O)(O)[O-].[Na+].C(=O)=O>ClCCl.CN(C)C1C=CN=CC=1.C(N(CC)CC)C>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([C:14]2[C:15]([F:29])=[CH:16][C:17]([N:21]3[CH:25]([CH3:26])[C@H:24]([O:27][C:30](=[O:32])[CH3:31])[O:23][C:22]3=[O:28])=[CH:18][C:19]=2[F:20])=[CH:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 280Carbon DioxideHCID 7918Acetic AnhydrideHCID 516892Sodium BicarbonateHCID 693647413-(4-(1-Benzyl-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(R)-hydroxy-methyloxazolidin-2-one

生成物 1

HCID 695849183-(4-(1-Benzyl-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(R)-acetoxy-methyloxazolidin-2-one

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒
HCID 6344Dichloromethane溶媒
HCID 8471Triethylamine溶媒

実験手順

3-(4-(1-Benzyl-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(R)-hydroxy-methyloxazolidin-2-one (20 g, 50 mM, see WO 97-30995) was suspended by stirring in dry dichloromethane (400 ml) under nitrogen at 0°, and treated with triethylamine (5.5 g, 54.4 mM) and 4-dimethylaminopyridine (0.3 g, 2.7 mM). Acetic anhydride (5.3 g, 52 mM) was added dropwise to give a solution, which was stirred for 1 hour, allowing the temperature to rise to ambient. The mixture was shaken with 5% aqueous sodium bicarbonate (200 ml) until carbon dioxide evolution ceased. The organic phase was separated, dried (magnesium sulfate) and evaporated, then azeotroped with toluene (2×50 ml) to give semi-crystalline product of sufficent purity for the next stage (24 g).

後処理

  1. customto give a solution, which
  2. customThe organic phase was separated
  3. dry with materialdried (magnesium sulfate)
  4. customevaporated
  5. customazeotroped with toluene (2×50 ml)
  6. customto give semi-crystalline product of sufficent purity for the next stage (24 g)

出典と根拠

ORDレコード
ord-b05ae7b448e84b5da1a807abc403583a
出典データセット
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07087629B2

反応ノート

読み込み中…

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