Pravastatin → Des(2-methylbutyryl) Pravastatin Sodium Salt

HRID 400133

反応式

HRID 400133 の反応式
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]

参加物

5

反応物 3

HCID 54687PravastatinHCID 10942334Sodium MethoxideHCID 24849132Pravastatin(1-)

生成物 1

HCID 23683819Des(2-methylbutyryl) Pravastatin Sodium Salt

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-645d3d9f50a44c4abb270c2a6398bd25
出典データセット
uspto-grants-1998_10
特許番号
US05827855

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