Process for the preparation of a macrocycle

Details Process for the preparation of a macrocycle Process for the preparation of a macrocycle

2011-03-22

2011-03-22

Kifle, Bruck (Department: 1624)

Organic compounds -- part of the class 532-570 series

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

Reexamination Certificate

active

07910728

ABSTRACT:
The present invention relates to a new process for the preparation of macrocyclic HCV protease inhibitor compounds of the formulawherein R1is an amino protecting group and X is halogen by way of a ring closing metathesis approach.

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Furstner, A., “Olefin Methathesis and Beyond,” Angewandte Chemie International Edition, 2000, vol. 39 (17), pp. 3012-3043.
Tsantrizos, Y. S., et. al. “Olefin ring-closing methathesis as a powerful tool in drug discovery and development -potent macrocyclic inhibitors of the hepatitis C virus NS protease,” Journal of Organometallic Chemistry, 2006, vol. 691 (24-25), pp. 5163-5171.
Yee, N. K., et. al. “Efficient Large-Scale Synthesis of BILN 2061, a Potent HCV Protease Inhibitor, by a Convergent Approach Based on Ring-Closing Methathesis,” The Journal of Organic Chemistry, 2006, vol. 71 (19), pp. 7133-7145.

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