Sodium Acetate → HCID 21881098, compound

HRID 1167593Notes

Reaction equation

HRID 1167593 reaction equation
[C:1]([S:4][C:5]1[C:10]([CH2:11][CH2:12][C:13]([O:15]CC)=[O:14])=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C([O-])(=O)C.[Na+]>C(O)(C)(C)C>[C:1]([S:4][C:5]1[C:10]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 21881100HCID 21881100, compound

Product 1

HCID 21881098HCID 21881098, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

Ten (10.0) or 100.0 mg of racemic ethyl 2-acetylthio-3-benzenepropanoate was added to 1000 μl of 90% tert-butanol and 10% 200 mM sodium acetate buffer (pH 4.0) which contained 10 mg of immobilized lipase from Mucor meihei (Novo). The glass vessel was tightly capped and stirred for 0-40 hours at room temperature. Thirty μl aliquots were removed to ascertain conversion and optical purity. The aliquots were analyzed using an chiral HPLC column (Chiralcel AD, Daicel Chemical Industries) with a mobile phase of hexane:ethanol:trifluoroacetic acid 98:2:0.1%. The flow rate is 1 ml/minute and detection was at 230 nm. This experiment was also performed in 90% acetonitrile, acetone, and isopropanol as described above. Other racemic esters were also evaluated: butyl, isobutyl, and trifluoroethyl. The results described in Table 1 (above) were obtained.

Workup

  1. customThe glass vessel was tightly capped
  2. customThirty μl aliquots were removed
  3. customwere obtained

Sources & evidence

ORD record
ord-1012be0d2fb249c089e5ac6a27f50834
Source dataset
uspto-grants-2003_09
Patent number
US06620600B2

Reaction notes

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