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tert-Butyl 2-hy­droxy-3-(4-methyl­benzene­sulfonamido)­butano­ate

By Mohamed I. Fadlalla, Holger B. Friedrich, Glenn E. M. Maguire and Bernard Omondi


In the crystal of the title compound, C15H23NO5S, mol­ecules are linked through N—H⋯O and O—H⋯O hydrogen-bond inter­actions, resulting in centrosymmetric dimers in which the N—H⋯O inter­actions generate R 2 2(12) rings and the O—H⋯O inter­actions generate R 2 2(14) rings. Weak inter­molecular C—H⋯O inter­actions are also observed

Topics: Organic Papers
Publisher: International Union of Crystallography
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Provided by: PubMed Central

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  1. (2008). Acta Cryst. A64, 112–122. organic compounds o648 Fadlalla et al. doi:10.1107/S1600536811004934 Acta Cryst.
  3. Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) x y z Uiso*/Ueq
  4. N—H···O and O—H···O hydrogen bond interactions in the crystal structure of (I). [Symmetry operators: (i) = 1 - x, 1 - y, 1 - z; (ii) = 1 - x, 2 - y, 2 - z] tert-Butyl 2-hydroxy-3-(4-methylbenzenesulfonamido)butanoate Crystal data
  5. (2008). Other related structures have been reported by Coote
  6. Spectroscopic data: 1H NMR (400 MHz, CDCl3, δ. p.p.m.): = 0.9 (d, 3H), 1.5 (s, 9H), 2.4 (s, 3H), 3.2 (d, 1H), 3.8 (m, 2H), 4.7 (d, 1H), 7.3 (d, 2H), 7.7 (d, 2H). 13C NMR (100 MHz, CDCl3, δ. p.p.m.):
  7. (2008). The product (β-amino alcohol) is present in many natural products and biologically active compounds (such as Acranil which is an antiprotozoal drug) (Bodkin et al.,