Water → HCID 22815445, 화합물

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[CH3:1][C:2](=[CH2:13])[C:3]([N:5]1[CH2:9][CH2:8][CH2:7][C@H:6]1[C:10]([OH:12])=[O:11])=[O:4].[O:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[C:19](=[S:21])[OH:20].C(Cl)Cl.O>C(O)C>[O:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[C:19]([S:21][CH2:13][CH:2]([CH3:1])[C:3]([N:5]1[CH2:9][CH2:8][CH2:7][C@H:6]1[C:10]([OH:12])=[O:11])=[O:4])=[O:20]

참가 물질

실험 절차

11.4 g (2S)-1-(2- methyl-2-propenoyl)-2-pyrrolidine carboxylic acid are dissolved in 16.5 ml ethanol and 10 g furan-2-thiocarboxylic acid are added dropwise over 15 minutes. The reaction mixture is stirred overnight at room temperature, and methylene chloride and water (9:1) are then added. The so obtained organic phase is decanted and extracted with 0.5 N NaOH. The combined aqueous phases are adjusted to pH 4 and then twice extracted with 0.5 l CH2Cl2. The combined organic phases are dried over MgSO4, filtered and the solvent is evaporated. The residue is dissolved in CH2Cl2 /ether (1:4) and 6 ml tert-butylamine dissolved in ether are added; the tert-butyl ammonium salt of the title compound precipitates (M.P. 132°-140°) ([α]D20 =-67.3°; c=2.2 in H2O).