HCID 17908948, compound → HCID 22732553, compound

HRID 2084555Notes

Reaction equation

HRID 2084555 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([C:11](=[CH2:15])[C:12]([OH:14])=[O:13])[CH2:6][CH2:5]2.[C:16]([OH:19])(=[S:18])[CH3:17]>C(Cl)(Cl)Cl>[C:16]([S:18][CH2:15][CH:11]([CH:7]1[C:8]2[C:4](=[CH:3][C:2]([Br:1])=[CH:10][CH:9]=2)[CH2:5][CH2:6]1)[C:12]([OH:14])=[O:13])(=[O:19])[CH3:17]

Participants

4

Reactant 2

HCID 17908948HCID 17908948, compoundHCID 178418634HCID 178418634, compound

Product 1

HCID 22732553HCID 22732553, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The ethylene compound obtained in Step E (48.83 mmol) is dissolved in 100 ml of CHCl3 and thioacetic acid (170.89 mmol, 3.5 eq.) is added. The mixture is stirred at reflux for 16 hours. The solvent and excess thioacetic acid are removed by evaporation under reduced pressure to yield the title compound in the form of four stereoisomers that can be separated into two enantiomer pairs:

Workup

  1. temperatureat reflux for 16 hours
  2. customThe solvent and excess thioacetic acid are removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-022c509363e54abfa37bca3782f0da3e
Source dataset
uspto-grants-2004_04
Patent number
US06716852B2

Reaction notes

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