Compound 8a

2,2-bis(thiazol-2-ylamino)ethan-1-ol

From: Prebiotic selection and assembly of proteinogenic amino acids and natural nucleotides from complex mixtures

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Compound data: CIF

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

Prepared according to the general procedure outlined in 8. 1H NMR (400 MHz, DMSO-d6) δ 7.85 (d, J = 5.5 Hz, 2H, NH), 7.03 (d, J = 3.5 Hz, 2H, Ar), 6.64 (d, J = 3.5 Hz, 2H, Ar), 5.29 (br. s., 1H, (C1')–H), 5.04 (br. s, 1H, OH), 3.62 (d, J = 5.8 Hz, 2H, (C2')–H2). 1H NMR (400 MHz, DMSO-d6 + D2O) δ 7.02 (d, J = 3.7 Hz, 2H, Ar), 6.64 (d, J = 3.7 Hz, 2H, Ar), 5.25 (t, J = 5.7 Hz, 1H, (C1')–H), 3.60 (d, J = 5.7 Hz, 2H, (C2')–H2). 13C NMR (101 MHz, DMSO-d6) δ 167.9, 138.7, 107.1, 67.7, 62.4. HRMS ESI [M + H]+ cal. for C8H11N4OS2 243.0369; obs. 243.0370. IR (solid, cm–1): 3215, 3118, 2972, 2933, 2870, 1589, 1544, 1496, 1444. M.p. 126–128 °C. Single crystal X-ray structure (CCD 1477040; Supplementary Figure 152).

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