Pravastatin → Des(2-methylbutyryl) Pravastatin Sodium Salt

HRID 400133

반응식

HRID 400133 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 23683819Des(2-methylbutyryl) Pravastatin Sodium Salt

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-645d3d9f50a44c4abb270c2a6398bd25
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05827855

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