Sodium Hydroxide → sodium;(E)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoate

HRID 2219865Notes

Reaction equation

HRID 2219865 reaction equation
[CH3:1][CH:2]([N:4]1[C:12](/[CH:13]=[CH:14]/[C@H:15]([OH:24])[CH2:16][C@H:17]([OH:23])[CH2:18][C:19]([O:21]C)=[O:20])=[C:11]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH3:3].[OH-].[Na+:33]>C1COCC1>[CH3:3][CH:2]([N:4]1[C:12](/[CH:13]=[CH:14]/[CH:15]([OH:24])[CH2:16][CH:17]([OH:23])[CH2:18][C:19]([O-:21])=[O:20])=[C:11]([C:25]2[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=2)[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]1=2)[CH3:1].[Na+:33]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13741557Fluvastatin methyl ester

Product 1

HCID 16760425sodium;(E)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoateYield 39%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Fluvastatin methyl ester (3.0 g) was dissolved in THF (30 ml) and the NaOH (1 eq.) was added. After 2.5 h hexanes (60 ml) was added and the slurry stirred at room temperature over night. The product was isolated by filtration under nitrogen, washed with hexanes (30 ml) and dried at 50° C. in a vacuum oven for 24 h to obtain 1.2 g (39%) of fluvastatin sodium Form CIV.

Workup

  1. customThe product was isolated by filtration under nitrogen
  2. washwashed with hexanes (30 ml)
  3. customdried at 50° C. in a vacuum oven for 24 h

Sources & evidence

ORD record
ord-38a8573b310e4b09be582dad3e625303
Source dataset
uspto-grants-2008_08
Patent number
US07414140B2

Reaction notes

Loading…