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Taurine → Taurolithocholic Acid

HRID 1721147
ノート
印刷プレビュー

反応式

HRID 1721147 の反応式
C(N(CC)CC)C.[CH3:8][C@@H:9]([C@@H:15]1[C@@:19]2([CH3:35])[CH2:20][CH2:21][C@@H:22]3[C@@:27]4([CH3:33])[CH2:28][CH2:29][C@@H:30]([OH:32])[CH2:31][C@H:26]4[CH2:25][C@H:24](O)[C@H:23]3[C@@H:18]2[CH2:17][CH2:16]1)[CH2:10][CH2:11][C:12](O)=[O:13].C(Cl)(=O)C(C)(C)C.[NH2:43][CH2:44][CH2:45][S:46]([OH:49])(=[O:48])=[O:47]>O1CCOCC1.[OH-].[Na+].C(Cl)(Cl)Cl.CO.CC(O)=O>[CH3:8][C@@H:9]([C@@H:15]1[C@@:19]2([CH3:35])[CH2:20][CH2:21][C@@H:22]3[C@@:27]4([CH3:33])[CH2:28][CH2:29][C@@H:30]([OH:32])[CH2:31][C@H:26]4[CH2:25][CH2:24][C@H:23]3[C@@H:18]2[CH2:17][CH2:16]1)[CH2:10][CH2:11][C:12]([NH:43][CH2:44][CH2:45][S:46]([OH:49])(=[O:48])=[O:47])=[O:13]
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

8

反応物 4

HCID 1123TaurineHCID 8471TriethylamineHCID 31401Ursodeoxycholic AcidHCID 62493Pivaloyl chloride

生成物 1

HCID 439763Taurolithocholic Acid

試薬・触媒・溶媒 3

HCID 14798Sodium Hydroxide溶媒
HCID 31275
1,4-Dioxane
溶媒
HCID 21866353chloroform methanol HOAc溶媒

反応条件

温度
10 °C

実験手順

2.5 g (24.75 mmol) of triethylamine are added dropwise at a temperature of 20° C. to a suspension of 9.6 g (24.45 mmol) of ursodeoxycholic acid in 60 ml of dioxane. Once solubilized, the mixture is cooled to 10° C., 2.98 g (24.70 mmol) of pivaloyl chloride are added slowly and the temperature is then allowed to rise spontaneously to 20° C. The salts formed are filtered off and the precipitate is washed with dioxane, the washings being added to the solution. 3.84 g (30.72 mmol) of taurine dissolved in 24 ml of 1N NaOH are added to the solution obtained and the mixture is stirred for 3 hours at 15° C. The reaction can be followed by thin layer chromatography using CHCl3 /MeOH/AcOH=70/30/5 as the eluent.

後処理

  1. customto rise spontaneously to 20° C
  2. customThe salts formed
  3. filtrationare filtered off
  4. washthe precipitate is washed with dioxane
  5. additionthe washings being added to the solution
  6. additionare added to the solution
  7. customobtained
  8. customThe reaction

出典と根拠

ORDレコード
ord-619362136b74485a8c28abda93998860
出典データセット
uspto-grants-1996_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05508453

反応ノート

読み込み中…

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