Methanol → Clarithromycin

HRID 1065940

反応式

HRID 1065940 の反応式
P([O-])([O-])([O-])=O.[CH3:6][CH2:7][C@H:8]1[O:23][C:21](=[O:22])[C@H:20]([CH3:24])[C@@H:19]([O:25][C@@H:26]2[O:31][C@@H:30]([CH3:32])[C@H:29]([OH:33])[C@@:28]([O:35][CH3:36])([CH3:34])[CH2:27]2)[C@H:18]([CH3:37])[C@@H:17]([O:38][C@@H:39]2[O:44][C@H:43]([CH3:45])[CH2:42][C@H:41]([N:46]([CH3:48])[CH3:47])[C@H:40]2[OH:49])[C@@:16]([OH:51])([CH3:50])[CH2:15][C@@H:14]([CH3:52])[C:12](=[O:13])[C@H:11]([CH3:53])[C@@H:10]([OH:54])[C@@:9]1([OH:56])[CH3:55].[CH3:57]O>>[CH3:6][CH2:7][C@H:8]1[O:23][C:21](=[O:22])[C@H:20]([CH3:24])[C@@H:19]([O:25][C@@H:26]2[O:31][C@@H:30]([CH3:32])[C@H:29]([OH:33])[C@@:28]([O:35][CH3:36])([CH3:34])[CH2:27]2)[C@H:18]([CH3:37])[C@@H:17]([O:38][C@@H:39]2[O:44][C@H:43]([CH3:45])[CH2:42][C@H:41]([N:46]([CH3:47])[CH3:48])[C@H:40]2[OH:49])[C@@:16]([O:51][CH3:57])([CH3:50])[CH2:15][C@@H:14]([CH3:52])[C:12](=[O:13])[C@H:11]([CH3:53])[C@@H:10]([OH:54])[C@@:9]1([OH:56])[CH3:55]

参加物

4

反応物 3

HCID 887Methanol2 回HCID 1061PhosphateHCID 12560Erythromycin

生成物 1

HCID 84029Clarithromycin

実験手順

Each fraction was analyzed by thin layer chromatography (E. Merck Darmstadt. thin layer chromatography plate silica gel 60 silanized precoated, thickness 0.25 mm), developing in a mixture of methanol and a 0.1 M phosphate buffer solution (pH 7.0) (3:2). The fractions having Rf value 0.42 (c.f., erythromycin A, Rf value 0.46) were combined and most of the methanol was evaporated in vacuo. The residue was made alkaline with sodium carbonate and extracted with chloroform. The chloroform layer was washed with water, dried and concentrated in vacuo. The crystals obtained were recrystallized from a mixture of chloroform and diisopropyl ether (1:2), giving 700 mg of pure 6-O-methylerythromycin A (formula(I), R1 is hydrogen) in the form of colorless needles.

後処理

  1. customwas evaporated in vacuo
  2. extractionextracted with chloroform
  3. washThe chloroform layer was washed with water
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe crystals obtained
  7. customwere recrystallized from a mixture of chloroform and diisopropyl ether (1:2)

出典と根拠

ORDレコード
ord-6817c63addcc4779b9f827a3ce50c03c
出典データセット
uspto-grants-1982_05
特許番号
US04331803

関連ノート

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