3-Hydroxyhexanoic acid → (3S)-3-hydroxyhexanoic acid

HRID 263377Notes

Reaction equation

HRID 263377 reaction equation
[OH:1][CH:2]([CH2:7][CH2:8][CH3:9])[CH2:3][C:4]([OH:6])=[O:5].O[C@H](CCC)CC(O)=O>>[OH:1][C@@H:2]([CH2:7][CH2:8][CH3:9])[CH2:3][C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 1514923-Hydroxyhexanoic acidHCID 101977133-Hydroxyhexanoic acid, (3R)-

Product 1

HCID 11829482(3S)-3-hydroxyhexanoic acid

Procedure

The reaction times are suitably 1 to 1000 hours, preferably 1 to 200 hours. Namely, the reaction time depends on the kind of the racemic esters of 3-hydroxy hexanoic acid which are starting materials. The conversion of 20-80% is attained within the above preferable reaction times. In this case, in the reaction of the conversion of 50% or less, (R)-3-hydroxyhexanoic acid having optical purity over 90% ee is obtained, while in the reaction of the conversion of 50% or more, (S)-3-hydroxyhexanoic acid having optical purity over 90% ee is obtained.

Workup

  1. customThe reaction times
  2. customThe conversion of 20-80% is attained within the above preferable reaction times

Sources & evidence

ORD record
ord-8bef3a7975ed42dc885d5b77b6c6816b
Source dataset
uspto-grants-1997_07
Patent number
US05643793

Reaction notes

Loading…