A process for the preparation of macrocyclic metalloprotease...

C - Chemistry – Metallurgy – 07 – D

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C07D 267/00 (2006.01) A61K 31/395 (2006.01) C07C 43/315 (2006.01) C07C 59/58 (2006.01) C07C 69/007 (2006.01) C07C 235/28 (2006.01) C07D 273/02 (2006.01) C07F 7/18 (2006.01)

Patent

CA 2333551

The present invention relates to processes for the preparation of macrocyclic molecules containing anti-succinate residues which inhibit metalloproteinases such as aggrecanase, and the production of tumor necrosis factor (TNF). The anti-succinates are formed by an Ireland Claisen rearrangement of a silyl ketene acetal which proceeds with high stereoselectivity.

La présente invention se rapporte à des procédés pour préparer des molécules macrocycliques contenant des résidus anti-succinates qui inhibent des métalloprotéases telles que l'agrécanase et freinent la production du facteur de nécrose tumorale (TNF). Les anti-succinates sont formés par un réarrangement d'Ireland-Claisen de silyl cétène acétal qui passe par une stéréosélectivité élevée.

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