Mupirocin → Mupirocin Calcium

HRID 16672

反応式

HRID 16672 の反応式
[CH3:1][C@@H:2]([C@@H:33]([OH:35])[CH3:34])[C@@H:3]1[O:5][C@H:4]1[CH2:6][C@@H:7]1[C@@H:12]([OH:13])[C@@H:11]([OH:14])[C@H:10]([CH2:15]/[C:16](/[CH3:32])=[CH:17]/[C:18]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([OH:31])=[O:30])=[O:19])[O:9][CH2:8]1.[Ca:36].C(C(CCCC)C([O-])=[O:41])C>C(OC)(C)(C)C.O>[CH3:1][C@H:2]([C@H:3]1[C@H:4]([CH2:6][C@H:7]2[CH2:8][O:9][C@@H:10]([CH2:15]/[C:16](/[CH3:32])=[CH:17]/[C:18]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([O-:31])=[O:30])=[O:19])[C@H:11]([OH:14])[C@@H:12]2[OH:13])[O:5]1)[C@H:33]([CH3:34])[OH:35].[CH3:1][C@H:2]([C@H:3]1[C@H:4]([CH2:6][C@H:7]2[CH2:8][O:9][C@@H:10]([CH2:15]/[C:16](/[CH3:32])=[CH:17]/[C:18]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([O-:31])=[O:30])=[O:19])[C@H:11]([OH:14])[C@@H:12]2[OH:13])[O:5]1)[C@H:33]([CH3:34])[OH:35].[OH2:41].[OH2:5].[Ca+2:36]

参加物

5

反応物 2

HCID 446596Mupirocin2 回HCID 1317281822-Ethylhexanoate calcium2 回

生成物 1

HCID 5282317Mupirocin Calcium

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 15413tert-Butyl methyl ether溶媒

反応条件

温度
5 °C

実験手順

Pseudomonic acid (10.00 g, 20 mmole) was dissolved in methyl tertbutyl ether (180 ml) at 40° C. Calcium-2-ethyl-hexanoate (3.32 g, 10 mmole) was suspended in water (50 ml). (It is possible to obtain a solution by using a larger amount of water or an alcohol/water mixture). The solution of pseudomonic acid was added to the calcium-2-ethyl-hexanoate suspension, and the two phase system was stirred for 24 hours. The two phases were separated, 50 ml methyl tertbutyl ether was added to the aqueous phase and stirred for 10 minutes. The two resulting phases were separated, and the methyl tertbutyl ether was evaporated from the aqueous phase. The aqueous mupirocin calcium suspension was cooled in the refrigerator at 5° C. The solid mupirocin calcium dihydrate was filtered, washed with water (20 ml) and dried under vacuum at 35° C. for 14 hours. The mass of product was 8.65 grams. Assay: 95.68%, water: 3.48%

後処理

  1. customto obtain a solution
  2. customThe two phases were separated
  3. addition50 ml methyl tertbutyl ether was added to the aqueous phase
  4. stirringstirred for 10 minutes
  5. customThe two resulting phases were separated
  6. customthe methyl tertbutyl ether was evaporated from the aqueous phase
  7. filtrationThe solid mupirocin calcium dihydrate was filtered
  8. washwashed with water (20 ml)
  9. customdried under vacuum at 35° C. for 14 hours

出典と根拠

ORDレコード
ord-67e2007edfc94f4da80775a7d2f03cf0
出典データセット
uspto-grants-2010_06
特許番号
US07737177B2

関連ノート

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