Bioorganic and Medicinal Chemistry Letters p. 2477 - 2480 (1997)
Update date:2022-08-03
Topics:
Wang, Qian
Pfeiffer, Bruno
Tucker, Gordon C.
Royer, Jacques
Husson, Henri-Philippe
An asymmetric synthesis has been developed to prepare a phosphono-protected (2S, 6R)-6-phosphono-piperidine-2-carboxylic acid and its (2R, 6S) isomer. Coupling with tryptophan derivative afforded conformationally constrained N-phosphonoalkyl dipeptides (S,S,R)-2 and (S,R,S)-14 which have been both evaluated as human matrix metalloprotease inhibitors.
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Doi:10.1016/0031-9422(81)85236-3
(1981)Doi:10.1002/chem.19970030820
(1997)Doi:10.1021/jo971049z
(1997)Doi:10.1016/S0957-4166(97)00404-7
(1997)Doi:10.1039/d0nj03104f
(2020)Doi:10.1016/j.bioorg.2019.01.036
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