4-Sulfanylidene-1,3-thiazolidin-2-one → HCID 178484598, compound

HRID 1620739Notes

Reaction equation

HRID 1620739 reaction equation
[OH:1][C:2]([CH3:11])([CH3:10])[C@@H:3]([C:5]([N:7]([CH3:9])[CH3:8])=[O:6])[NH2:4].S=[C:13]1[CH2:17][S:16][C:15](=[O:18])[NH:14]1>C(O)C>[OH:1][C:2]([CH3:11])([CH3:10])[C@@H:3]([C:5]([N:7]([CH3:9])[CH3:8])=[O:6])[NH:4][C:13]1[CH2:17][S:16][C:15](=[O:18])[N:14]=1

Participants

4

Reactant 2

HCID 15395954-Sulfanylidene-1,3-thiazolidin-2-oneHCID 45088647(S)-2-Amino-3-hydroxy-N,N,3-trimethylbutanamide

Product 1

HCID 178484598HCID 178484598, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the crude product containing 3-hydroxy-N,N-dimethyl-L-valinamide obtained in C) in ethanol (5 mL) was added 4-thioxothiazolidin-2-one (380 mg) at room temperature. The reaction mixture was stirred at room temperature overnight, The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (300 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

Sources & evidence

ORD record
ord-2d9e22e491c649bbb66ce1a85e39604d
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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