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- W2045136279 abstract "Inhibitors of HIV-1 protease are effective against the proliferation of HIV-1 infection in vitro. Based on the inherent symmetry of the protease homodimer, C2-symmetric and pseudo-C2-symmetric inhibitors have been designed, synthesized, and demonstrated to be potent inhibitors of HIV-1 protease and effective in arresting the spread of HIV-1 in vitro. We now report a novel synthesis of the pseudo-C2-symmetric 1,3-diamino-2-propanol core unit 12, the key subunit in such HIV-1 protease inhibitors. Alkylation of the dianion of the N-Boc hydroxylactam 1–3 is highly diastereoselective and provides 4 in moderate to good yield. Imide ring opening, Curtius rearrangement, and deprotection lead to the desired diamino alcohol core unit 12. A number of substituents, aromatic and heteroaromatic, were included in the R1 and R2 side chains." @default.
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- W2045136279 date "1993-01-01" @default.
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- W2045136279 title "A diastereoselective synthesis of pseudo-C2 -symmetric 1,3-diamino-2-propanols as core units in HIV protease inhibitors" @default.
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- W2045136279 doi "https://doi.org/10.1016/s0040-4020(01)80342-2" @default.
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