Compound threo-5

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Compound data: CIF

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

The title compound was prepared as outlined in the synthesis of 5 as a mixture with threo-5. threo-5: ¹H NMR (600 MHz, D₂O) δ 5.96 (d, J = 5.1 Hz, 1H, (C1')–H), 4.74 (dd, J = 5.1, 1.1 Hz, 1H, (C2')–H), 3.80 (d, J = 12.2 Hz, 1H, (C4'')–H), 3.78 (dd, J = 10.5, 1.1 Hz, 1H, (C4')–H), 3.70 (d, J = 12.2 Hz, (C4'')–H), 3.50 (d, J = 10.5 Hz, 1H, (C4')–H). ¹³C NMR (151 MHz, D₂O) δ 165.6, 99.6, 86.4, 82.7, 71.0, 62.2. HRMS ESI-TOF [M + H]⁺ cal. for C₆H₁₂N₂O₄ 175.0719; obs. 175.0704.