Asymmetric synthesis of a conformationally constrained N-phosphonoalkyl dipeptide

DOI: 10.1016/S0960-894X(97)10001-4

Source and publish data:

Bioorganic and Medicinal Chemistry Letters p. 2477 - 2480 (1997)

Update date:2022-08-03

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Authors:

Wang, Qian

Pfeiffer, Bruno

Tucker, Gordon C.

Royer, Jacques

Husson, Henri-Philippe

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Article abstract of DOI:10.1016/S0960-894X(97)10001-4

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.

Full text of DOI:10.1016/S0960-894X(97)10001-4

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Cas No:197784-44-4

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