Sodium Hydroxide → Rosuvastatin impurity 42

HRID 877947Notes

Reaction equation

HRID 877947 reaction equation
[OH:1][CH2:2][C@H:3]1[O:8][C:7]([CH3:10])([CH3:9])[O:6][C@@H:5]([CH2:11][C:12]([O:14]C(C)(C)C)=[O:13])[CH2:4]1.[OH-].[Na+]>O1CCCC1>[OH:1][CH2:2][C@H:3]1[O:8][C:7]([CH3:9])([CH3:10])[O:6][C@@H:5]([CH2:11][C:12]([OH:14])=[O:13])[CH2:4]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9816650tert-Butyl 2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexonate

Product 1

HCID 18642009Rosuvastatin impurity 42

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Mixture of tert-butyl 2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate (200 grams), sodium hydroxide (62 grams) in tetrahydrofuran (400 ml) was heated to reflux temperature and stirred up to completion of the reaction. The solvent from the reaction mixture was distilled off completely under reduced pressure at below 70° C. to get the title compound.

Workup

  1. temperaturewas heated
  2. temperatureto reflux temperature
  3. distillationThe solvent from the reaction mixture was distilled off completely under reduced pressure at below 70° C.

Sources & evidence

ORD record
ord-57f705901180459583505b5e4ab0384f
Source dataset
uspto-grants-2015_03
Patent number
US08987444B2

Reaction notes

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