STABLE HYDRATE OF A β-LACTAMCARBALDEHYDE
Keywords:
aldehyde hydrates, β-lactams, geminal diols, 2D NMR, thermogravimetryAbstract
Structural features of a stable aldehyde hydrate without a proximal electron withdrawing group are described. The title b-lactamcarbaldehyde has been prepared by hydrolysis of the corresponding imine and characterized by 2D NMR spectroscopy, thermogravimetry and chemical reactions.
References
(a) X.-F. Ren, M.I. Konaklieva, E. Turos, Journal of Organic Chemistry, 1995, 60, 4980–4981. (b) X.-F. Ren, M.I. Konaklieva, H. Shi, S. Dickey, D.V. Lim, J. Gonzalez, E. Turos, Journal of Organic Chemistry, 1998, 63, 8898–8917.
A.K. Bose, J.F. Womelsdorf, L. Krishnan, Z. Ubanczyk-Lipkowska, D.C. Shelly, M. S. Manhas, Tetrahedron, 1991, 47, 5379–5390.
R. Grigg, M. Thornton-Pett, J. Xu, .L.-H. Xu, Tetrahedron, 1999, 55, 13841–13866.
(a) J. Fetter, F. Bertha, T. Czuppon, M. Kajtar-Peredy, M. Konkoly Thege, K. Lempert, Journal of Chemical Research, Miniprint, 1995, 2801–2861; (b) B. Alcaide, Y. Martin-Cantalejo, J. Perez-Castells, J. Rodriguez-Lopez, M.A. Sierra, A. Monge, V. Perez-Garcia, Journal of Organic Chemistry, 1992, 57, 5921–5931.
S. Kumar, A.L. Pearson, R.F. Pratt, Bioorganic and Medicinal Chemistry, 2001, 9(8), 2035–2044.
G.H. Jones, M. Taniguchi, D. Teggy, J.G. Moffat, Journal of Organic Chemistry, 1979, 44, 1309–1317.
A. Butenandt, Hoppe-Seyler's Z. Physiological Chemistry, 1951, 288, 62–63.
W.J. Gottstein, G.E. Bocian, L.B. Crast, K. Dadabo, J.M. Essery, J.C. Godfrey, L.C. Cheney, Journal of Organic Chemistry, 1966, 31, 1922–1924.
R Singh, M. Whittaker, Q. Ding, K. Jadwiga, R.G. Micetich, A.V.N. Reddy, G. Thomas, N. Zhou (Naeja Pharmaceutical Inc), US Patent 2003, 6635621.
T. Schaefer, F. Wendeborn, M. Gerster, P. Hayoz, B. Schmidhalter, J.L. Budry (CIBA Specialty Chemicals Holding Inc), EU Patent 2004, 1641768 (A2).
J. Keck, S. Puschmann, G. Kruger, K.R. Noll, M. Leitold, H. Pieper (Boehringer Ingelheim GmbH), US Patent 1978, 4073942 A1.
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