HCID 11842829, compound → HCID 86726295, compound

HRID 1422879Notes

Reaction equation

HRID 1422879 reaction equation
[C:1]([O-:4])(=[S:3])[CH3:2].[K+].[C:6]([O:10][C:11](=[O:29])[NH:12][C@H:13]([C:20](=[O:28])[NH:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]Br)([CH3:9])([CH3:8])[CH3:7]>CCO>[C:6]([O:10][C:11]([NH:12][C@H:13]([C:20](=[O:28])[NH:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][S:3][C:1](=[O:4])[CH3:2])=[O:29])([CH3:7])([CH3:8])[CH3:9]

Participants

4

Reactant 2

HCID 11842829HCID 11842829, compoundHCID 23670855Potassium ethanethioate

Product 1

HCID 86726295HCID 86726295, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Potassium thioacetate (9.7 mmol) was added to a solution of ((S)-6-bromo-1-phenylcarbamoyl-hexyl)-carbamic acid tert-butyl ester (6.5 mmol) in EtOH (40 ml). The reaction mixture was stirred at RT overnight. The solvent was removed under reduced pressure and the resulting precipitate was poured into water and extracted twice with AcOEt. The organic layer was washed with brine and dried over Na2SO4 before being evaporated to afford the desired adduct.

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionthe resulting precipitate was poured into water
  3. extractionextracted twice with AcOEt
  4. washThe organic layer was washed with brine
  5. dry with materialdried over Na2SO4
  6. custombefore being evaporated

Sources & evidence

ORD record
ord-55ecc798bcd842058897f0998c8ba52d
Source dataset
uspto-grants-2015_01
Patent number
US08927533B2

Reaction notes

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