Methanol → Clarithromycin

HRID 1065940

반응식

HRID 1065940 반응식
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]

참가 물질

4

반응물 3

HCID 887Methanol2회HCID 1061PhosphateHCID 12560Erythromycin

생성물 1

HCID 84029Clarithromycin

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-6817c63addcc4779b9f827a3ce50c03c
출처 데이터셋
uspto-grants-1982_05
특허 번호
US04331803

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