ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

2,3-Dihydroxybutanedioic Acid → 3-[5-(tert-Butyldimethylsilanyloxy)-5-(4-fluorophenyl)-1-(4-fluorophenylamino)-2-(2-oxo-4-phenyloxazolidine-3-carbonyl)pentyl]benzonitrile

HRID 1612521
ノート
印刷プレビュー

反応式

HRID 1612521 の反応式
C(N(C(C)C)CC)(C)C.[C:10]([Si:14]([CH3:42])([CH3:41])[O:15][CH:16]([C:34]1[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=1)[CH2:17][CH2:18][CH2:19][C:20]([N:22]1[CH:26]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:25][O:24][C:23]1=[O:33])=[O:21])([CH3:13])([CH3:12])[CH3:11].[F:43][C:44]1[CH:49]=[CH:48][C:47]([N:50]=[CH:51][C:52]2[CH:53]=[C:54]([CH:57]=[CH:58][CH:59]=2)[C:55]#[N:56])=[CH:46][CH:45]=1.C[Si](Cl)(C)C.C(O)(=O)C(C(C(O)=O)O)O.S([O-])(O)=O.[Na+]>C(Cl)Cl.[Ti](Cl)(Cl)(Cl)Cl.C(O)(=O)C>[Si:14]([O:15][CH:16]([C:34]1[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=1)[CH2:17][CH2:18][CH:19]([C:20]([N:22]1[CH:26]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:25][O:24][C:23]1=[O:33])=[O:21])[CH:51]([C:52]1[CH:53]=[C:54]([CH:57]=[CH:58][CH:59]=1)[C:55]#[N:56])[NH:50][C:47]1[CH:46]=[CH:45][C:44]([F:43])=[CH:49][CH:48]=1)([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:42])[CH3:41]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

10

反応物 6

HCID 8752,3-Dihydroxybutanedioic AcidHCID 6397ChlorotrimethylsilaneHCID 81531DiisopropylethylamineHCID 121116183-[5-(tert-Butyldimethylsilanyloxy)-5-(4-fluorophenyl)pentanoyl]4-phenyloxazolidin-2-oneHCID 222520513-[(4-Fluorophenylimino)methyl]benzonitrileHCID 23665763Sodium Bisulfite

生成物 1

HCID 222520683-[5-(tert-Butyldimethylsilanyloxy)-5-(4-fluorophenyl)-1-(4-fluorophenylamino)-2-(2-oxo-4-phenyloxazolidine-3-carbonyl)pentyl]benzonitrile

試薬・触媒・溶媒 3

HCID 24193Titanium Tetrachloride触媒HCID 176Acetic Acid溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
-10 °C

実験手順

At 10° C., 24 ml of diisopropylethylamine are added to 14 g of 3-[5-(tert-butyidimethyl-silanyloxy)-5-(4-fluorophenyl)pentanoyl]-4-phenyloxazolidin-2-one (10) and 12.5 g of 3-[(4-fluorophenylimino)methyl]benzonitrile 11 in 200 ml of methylene chloride, and 7.1 ml of trimethylsilyl chloride are added dropwise. After 1 h, 3.4 ml of titanium tetrachloride are added dropwise at −10° C. The mixture is stirred at −10° C. for 3 h and then allowed to stand at −30° C. for another 12 h. 8 ml of acetic acid and 140 ml of a 7% strength aqueous tartaric acid solution are then added, and stirring is continued at room temperature for another 2 h. 50 ml of 20% strength aqueous sodium hydrogen sulfite solution are added, and the mixture is then stirred for another hour and extracted with methylene chloride. The organic phase is dried over magnesium sulfate, concentrated and purified by silica gel chromatography (ethyl acetate/heptane=1/3→1/1). This gives 12

後処理

  1. additionare added dropwise
  2. waitto stand at −30° C. for another 12 h
  3. stirringstirring
  4. waitis continued at room temperature for another 2 h
  5. stirringthe mixture is then stirred for another hour
  6. extractionextracted with methylene chloride
  7. dry with materialThe organic phase is dried over magnesium sulfate
  8. concentrationconcentrated
  9. custompurified by silica gel chromatography (ethyl acetate/heptane=1/3→1/1)

出典と根拠

ORDレコード
ord-9d45232736d44c60963e141a385cae44
出典データセット
uspto-grants-2006_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06992067B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート