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.
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P280a-P305+P351+P338-P304+P340-P405-P501a
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.