221469-50-7Relevant academic research and scientific papers
Practical synthesis of (R)-(+)-6-(1,4-dimethoxy-3-methyl-2-naphthyl)-6-(4- hydroxyphenyl)hexanoic acid: A key intermediate for a therapeutic drug for neurodegenerative diseases
Ito, Tatsuya,Ikemoto, Tomomi,Yamano, Toru,Mizuno, Yukio,Tomimatsu, Kiminori
, p. 3525 - 3531 (2007/10/03)
A practical method for the preparation of (R)-(+)-6-(1,4-dimethoxy-3- methyl-2-naphthyl)-6-(4-hydroxyphenyl)hexanoic acid (R)-2, a key intermediate for a therapeutic drug for neurodegenerative diseases, has been developed. rac-Methyl 6-(1,4-dimethoxy-3-methyl-2-naphthyl)-6-(4-(propionyloxy)phenyl) hexanoate rac-9b was synthesized from 2-methylnaphthoquinone in seven steps. An optically active ester (R)-9b was readily obtained from the corresponding racemic ester by lipase-catalyzed resolution, followed by sulfation or phosphorylation. Sulfation by a sulfur trioxide pyridine complex or phosphorylation by phosphoryl chloride enabled facile isolation of the optically active ester simply by extraction. Optically active acid (R)-2 was synthesized in excellent enantiomeric excess by hydrolysis of (R)-9b followed by recrystallization. The present synthesis of (R)-2 was accomplished in 10 steps without requiring chromatographic purification.
Aromatic hydroxamic acid compounds, their production and use
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, (2008/06/13)
The present invention relates to a compound of the formula: STR1 wherein Ar represents an optionally substituted aromatic group; Q represents a divalent aliphatic hydrocarbon group; R1 represents hydrogen, cyano, an optionally substituted hydrocarbon group, a group of the formula: STR2 wherein R3 and R4 independently represent hydrogen, acyl or an optionally substituted hydrocarbon group, or R3 and R4 jointly form a ring, or acyl; R2 represents acyl; ......... represents a single bond or a double bond; m represents 1 or 2 or a salt, a process of producing thereof and an anti-neurodegenerative composition.
