Author/Authors :
Jeffrey T. Kuethe، نويسنده , , Yongli Zhong، نويسنده , , Mahbub Alam، نويسنده , , Anthony D. Alorati، نويسنده , , Gregory L. Beutner، نويسنده , , Dongwei Cai، نويسنده , , Fred J. Fleitz، نويسنده , , Andrew D. Gibb، نويسنده , , Amude Kassim، نويسنده , , Kathleen Linn، نويسنده , , Danny Mancheno، نويسنده , , Benjamin Marcune، نويسنده , , Philip J. Pye، نويسنده , , Jeremy P. Scott، نويسنده , , David M. Tellers، نويسنده , , Bangping Xiang، نويسنده , , Nobuyoshi Yasuda، نويسنده , , Jingjun Yin، نويسنده , , Ian W. Davies، نويسنده ,
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.
