L-Glutamic Acid → HCID 178484385, compound

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Reaction Steps

A solution of N,N-dimethylimidodicarbonimidic diamide (1.00 g, 7.74 mmol) in methanol (40 mL) is treated with a solution of L-glutamic acid (0.570 g, 3.87 mmol) in methanol (40 mL) at RT under N2. The mixture is stirred at RT for ½ hr. The methanol is evaporated and the remaining oil is triturated with CH3CN to give a white solid. The solid is dried at RT under hi-vac for 3 hrs, then stirred in CH3CN (50 ml) at RT for 2 hrs. The solid is collected by filtration and dried under hi-vac at RT for 1 hr to give 1.3 g of bis[{[(dimethylamino)(imino)methyl]amino}-(imino)methanaminium] (2S)-2-aminopentanedioate as a white solid. 1H NMR (300 MHz, MeOD) d 1.88 (m, 1H) 2.06 (m, 2H) 2.30 (m, 2H) 3.05 (s, 12H) 4.91 (s, 14H); MS (ESI−) for C5H9NO4 m/z 146 (M−H)−. MS (ESI+) for C4H11N5 m/z 130 (M+H)+. Anal Calcd for C13H3N11O4 plus 0.75% H2O: C, 38.22; H, 7.73; N, 37.71. Found: C, 38.57; H, 7.65; N, 36.73.

Provenance & Evidence