4-Sulfanylidene-1,3-thiazolidin-2-one → HCID 178496742, compound

HRID 1620713Notes

Reaction equation

HRID 1620713 reaction equation
[CH3:1][N:2]([CH3:11])[C:3](=[O:10])[C@H:4]([C@@H:6]([CH3:9])[O:7][CH3:8])[NH2:5].S=[C:13]1[CH2:17][S:16][C:15](=[O:18])[NH:14]1>C(O)C>[CH3:11][N:2]([CH3:1])[C:3](=[O:10])[C@H:4]([C@@H:6]([CH3:9])[O:7][CH3:8])[NH:5][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 86678876(2S,3R)-2-amino-3-methoxy-N,N-dimethyl-butanamide

Product 1

HCID 178496742HCID 178496742, compoundYield 35.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N,N,O-trimethyl-L-threoninamide (1198 mg) in ethanol (10 mL) was added 4-thioxothiazolidin-2-one (996 mg) at room temperature. The reaction mixture was stirred at room temperature overnight, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (680 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-d7bce9d44053494ab92402ebe4a71ecc
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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