379678-01-0Relevant academic research and scientific papers
Efficient synthesis of (3R,5S)-3,5,6-trihydroxyhexanoic acid derivative as a chiral side chain of statins
Choi, Hyeong-Wook,Shin, Hyunik
, p. 1523 - 1525 (2008)
Efficient synthesis of tert-butyl [(3R,5S)-6-hydroxy-methyl-2,2-dimethyl-1, 3-dioxan-4-yl]acetate (1) has been accomplished. Unprecedented hydration of 3 in the presence of lithium chloride provided 4a,b, the primary hydroxyl group of which reacted with pivaloyl- and 1-naphthoyl chloride, respectively, in pyri-dine to give 7a or 7d in improved selectivity. Diastereoselective reduction of 7a and protection-deprotection sequence provided 1.
