Pravastatin → Des(2-methylbutyryl) Pravastatin Sodium Salt

HRID 400133

Reaktionsgleichung

Reaktionsgleichung von HRID 400133
C[O-].[Na+:3].[OH:4][C@H:5]([CH2:10][C@H:11]([OH:33])[CH2:12][CH2:13][C@@H:14]1[C@@H:23]2[C:18](=[CH:19][C@@H:20]([OH:31])[CH2:21][C@@H:22]2[O:24]C(=O)[C@@H](C)CC)[CH:17]=[CH:16][C@@H:15]1[CH3:32])[CH2:6][C:7]([O-:9])=[O:8].CC[C@@H](C(O[C@@H]1[C@@H]2[C@@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@@H](C)C=CC2=C[C@@H](O)C1)=O)C>CO>[OH:4][C@H:5]([CH2:10][C@H:11]([OH:33])[CH2:12][CH2:13][C@@H:14]1[C@@H:23]2[C:18](=[CH:19][C@@H:20]([OH:31])[CH2:21][C@@H:22]2[OH:24])[CH:17]=[CH:16][C@@H:15]1[CH3:32])[CH2:6][C:7]([O-:9])=[O:8].[Na+:3]

Komponenten

5

Versuchsvorschrift

50 ml (0.24 mol) of a 28% w/v solution of sodium methoxide in methanol were added to a solution of 100 g (0.31 mol) of (3R,5R)-3,5-dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(S)-2-methyl-butyryloxy]-1,2,6,7,8,8a-hexahydro-1-naphthyl]heptanoate (pravastatin: prepared as described in U.S. Pat. No. 4,346,227) in 900 ml of methanol, and the resulting mixture was heated under reflux for 60 hours. At the end of this time, the mixture was cooled to room temperature, and the methanol was then removed from the reaction mixture by distillation under reduced pressure. The resulting residue was washed with 200 ml of hexane and then dried in vacuo to give 120 g of the title compound.

Aufarbeitung

  1. customprepared
  2. temperatureunder reflux for 60 hours
  3. customthe methanol was then removed from the reaction mixture by distillation under reduced pressure
  4. washThe resulting residue was washed with 200 ml of hexane
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-645d3d9f50a44c4abb270c2a6398bd25
Quelldatensatz
uspto-grants-1998_10
Patentnummer
US05827855

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