7-Deoxytaxol → HCID 10929863、化合物

HRID 279231ノート

反応式

HRID 279231 の反応式
[CH3:1][C:2]1[C@@H:19]([O:20]C([C@H](O)[C@@H](NC(C2C=CC=CC=2)=O)C2C=CC=CC=2)=O)[CH2:18][C@:14]2([OH:41])[C:15]([CH3:17])([CH3:16])[C:3]=1[C@@H:4]([O:58][C:59]([CH3:61])=[O:60])[C:5]([C@@:7]1([CH3:57])[C@H:12]([C@@H:13]2[O:42][C:43]([C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=2)=[O:44])[C@:11]2([O:53][C:54]([CH3:56])=[O:55])[CH2:51][O:52][C@@H:10]2[CH2:9][CH2:8]1)=[O:6]>C(Cl)Cl.CO>[CH3:1][C:2]1[C@@H:19]([OH:20])[CH2:18][C@:14]2([OH:41])[C:15]([CH3:16])([CH3:17])[C:3]=1[C@@H:4]([O:58][C:59]([CH3:61])=[O:60])[C:5]([C@@:7]1([CH3:57])[C@H:12]([C@@H:13]2[O:42][C:43]([C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=2)=[O:44])[C@:11]2([O:53][C:54]([CH3:56])=[O:55])[CH2:51][O:52][C@@H:10]2[CH2:9][CH2:8]1)=[O:6]

参加物

4

反応物 1

HCID 99189837-Deoxytaxol

生成物 1

HCID 10929863HCID 10929863、化合物収率 79.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

(2) To a solution of 7-deoxy paclitaxel (461 mg, 0.55 mmol) in 20 mL of methylene chloride and 0.4 mL of methanol was added Bu4NBH4 (283 mg, 1.1 mmol) and the solution stirred for 24 hours. The solution was quenched with saturated NH4Cl and extracted with ethyl acetate. The solution was dried over MgSO4 and concentrated. The residue was chromatographed over silica gel using hexane-ethyl acetate (1:1) to give 249 mg of product (79%).

後処理

  1. customThe solution was quenched with saturated NH4Cl
  2. extractionextracted with ethyl acetate
  3. dry with materialThe solution was dried over MgSO4
  4. concentrationconcentrated
  5. customThe residue was chromatographed over silica gel

出典と根拠

ORDレコード
ord-f4318bb2d32346678dd0684effc55fdf
出典データセット
uspto-grants-2002_03
特許番号
US06362217B1

反応ノート

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