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The coupling of the two key intermediates, N-(methoxycarbonyl)-l-tert-leucine acylated benzyl hydrazine and chloromethyl ketone, via an S N 2 reaction furnished the amino ketone in high yield under our optimized conditions in practical synthesis of the HIV Protease Inhibitor Atazanavir via a Highly diastereoselective Reduction Approach.
Xing Fan,; Yan-Li Song,; Ya-Qiu Long. An Efficient and Practical Synthesis of the HIV Protease Inhibitor Atazanavir via a Highly Diastereoselective Reduction Approach. Org. Process Res. Dev.,2008 , 12/span>(1),69-75.
Zhongmin Xu,; Janak Singh,; Mark D. Schwinden,; Bin Zheng,; Thomas P. Kissic,; Bharat Patel,; Michael J. Humora,; Fernando Quiroz,; Lin Dong,; Dau-Ming Hsieh. Process Research and Development for an Efficient Synthesis of the HIV Protease Inhibitor BMS-232632. Org. Proc. Res. Dev.2002, 6(3) ,323-328.