Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5226396 | Tetrahedron | 2009 | 11 Pages |
Abstract
The development of practical and efficient syntheses of the potent non-nucleoside reverse transcriptase inhibitors 1 and 2 is described. The preparation of 1 proceeded in four synthetic steps and in 48% overall yield from 3. The long-term synthesis of 2 proceeded in nine synthetic steps and in 47% overall yield from commercially available 2,6-diflurorpyridine. The route to 2 was highlighted by the three-step synthesis of intermediate 22 and the high yielding coupling between 18 and phenol 8. The overall sequence required no chromatography and has successfully been utilized for the manufacture of 2 on large scale.
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Chemistry
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Authors
Jeffrey T. Kuethe, Yong-Li Zhong, Mahbub Alam, Anthony D. Alorati, Gregory L. Beutner, Dongwei Cai, Fred J. Fleitz, Andrew D. Gibb, Amude Kassim, Kathleen Linn, Danny Mancheno, Benjamin Marcune, Philip J. Pye, Jeremy P. Scott, David M. Tellers,