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HNMR and CNMR shifts of this compound were assigned by means of DEPT, HMBC, HSQC and DQFCOSY. The spectrum information of NMR matched to the structure of nelfinavir. The results provided useful information for structure characterization and quality control of nelfinavir. MEDI 66 Discovery of potent and orally bioavailable CCR5 antagonists: Part I Robert G. Wei1, Binglong Chen1, Laura Dunning2, Elena Ho2, Stefan Jaroch1, Wheeseong Lee1, James Onuffer3, Babu Subramanyam2, Jun Shen2, Jih-Lie Tseng2, Bin Ye1, and Phillips Gary1.
Integrase inhibitor, 8-hydroxy-(1,6)-naphthyridine-7-carboxamide 1, selectively inhibits the strand transfer process of integration. Introduction of various pyrrolidinone moieties at the 5-position of the naphthyridine scaffold led to a new series of inhibitors as exemplified with structure 2. These analogs exhibit excellent activity against viral replication in a cell based assay. The preparation of these compounds was enabled with new methodology developed for the synthesis of 4-aryl substituted pyrrolidine-2ones.
The C-9' stereochemistry center was installed by adding an (3R)-3,6-dihydro-2,5-dimethoxy-3isopropylpyrazine unit, as the protected amino acid, to the developing side chain. After hydrolysis of the pyrazine substituent, the C-9' (S) amino acid was obtained. This approach is adaptable to a number of structural investigations relevant to carbocyclic derived sinefungin analogs. The results of the investigations involving 2 will be presented. This research was supported by funds from the Department of Health and Human Services (AI 56540).