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Methane → Pravastatin

HRID 353380
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HRID 353380 반응식
[CH3:1][CH2:2][C@@H:3]([C:5]([O:7][C@@H:8]1[C@@H:13]2[C@@H:14]([CH2:19][CH2:20][C@@H:21]([OH:29])[CH2:22][C@@H:23]([OH:28])[CH2:24][C:25]([OH:27])=[O:26])[C@@H:15]([CH3:18])[CH:16]=[CH:17][C:12]2=[CH:11][C@@H:10]([OH:30])[CH2:9]1)=[O:6])[CH3:4].C(NCC1C=CC=CC=1)C1C=CC=CC=1.[OH-].[Na+].C>C(O)C>[CH3:1][CH2:2][C@@H:3]([C:5]([O:7][C@@H:8]1[C@@H:13]2[C@@H:14]([CH2:19][CH2:20][C@@H:21]([OH:29])[CH2:22][C@@H:23]([OH:28])[CH2:24][C:25]([OH:27])=[O:26])[C@@H:15]([CH3:18])[CH:16]=[CH:17][C:12]2=[CH:11][C@@H:10]([OH:30])[CH2:9]1)=[O:6])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 297MethaneHCID 14798Sodium Hydroxide2회HCID 69940150Pravastatin dibenzylamine

생성물 1

HCID 54687Pravastatin

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

From the broth 3.7 g pravastatin dibenzylamine salt crude product was produced by the method given in Example 4, from which after recrystallization 2.9 g pravastatin dibenzylamine salt was obtained. The recrystallized pravastatin dibenzylamine salt was suspended in 45 ml ethanol, then under stirring 110 mole % sodium hydroxide was added by the feeding of 1M ethanolic sodium hydroxide solution. Stirring of the solution is continued for half an hour, then 0.3 g charcoal was added into it and stirred for another half an hour. The solution was filtered, and the filtrate was concentrated to 15 ml. Then 60 ml acetone was added to the concentrate at 56-60° C. The solution obtained was cooled to room temperature, then kept overnight at +5° C. Subsequently, the precipitate was filtered, then washed with 2×20 ml acetone, 2×20 ml ethyl acetate and 2×20 ml n-hexane, and finally dried in vacuum. The resulting 1.7 g crude pravastatin was dissolved in ethanol, then clarified with charcoal and crystallized from an ethanol-ethyl acetate mixture. In this way 1.54 g pravastatin was obtained that was identical with the product of Example 2.

후처리

  1. customafter recrystallization 2.9 g pravastatin dibenzylamine salt
  2. customwas obtained
  3. waitis continued for half an hour
  4. stirringstirred for another half an hour
  5. filtrationThe solution was filtered
  6. concentrationthe filtrate was concentrated to 15 ml
  7. additionThen 60 ml acetone was added to the
  8. concentrationconcentrate at 56-60° C
  9. customThe solution obtained
  10. filtrationSubsequently, the precipitate was filtered
  11. washwashed with 2×20 ml acetone, 2×20 ml ethyl acetate and 2×20 ml n-hexane
  12. customfinally dried in vacuum
  13. dissolutionThe resulting 1.7 g crude pravastatin was dissolved in ethanol
  14. customcrystallized from an ethanol-ethyl acetate mixture

출처 및 근거

ORD 기록
ord-b45b6ded4d094fdf8fffb71944a57164
출처 데이터셋
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06750366B2

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