Keto-pantoyllactone → D-Pantolactone

HRID 1906592Notes

Reaction equation

HRID 1906592 reaction equation
[CH3:1][C:2]1([CH3:9])[C:7](=[O:8])[C:5](=[O:6])[O:4][CH2:3]1>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:9])[C@@H:7]([OH:8])[C:5](=[O:6])[O:4][CH2:3]1

Participants

3

Reactant 1

HCID 39Keto-pantoyllactone

Product 1

HCID 439368D-Pantolactone

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The hydrogenation of 40.0 g of ketopantolactone, dissolved in 110 ml of toluene, with 100 ml of catalyst solution prepared according to Example 36 was carried out as described in Example 29. After a hydrogenation time of 2 hours the mixture was worked-up analogously to Example 2. pure (R)-pantolactone being obtained. [α]D20 =-47.9°. Optical purity 92.8%.

Workup

  1. customprepared
  2. customAfter a hydrogenation time of 2 hours

Sources & evidence

ORD record
ord-4cff33d3388a400b92b9bf8a9ef5df1a
Source dataset
uspto-grants-1987_03
Patent number
US04652657

Reaction notes

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