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2005
Amino acids
U 0400
A Short-Step Synthesis of (2S,3R)-3-Hydroxy-3-methylproline, a Component
Polyoxypeptins, Using a Tandem Michael—Aldol Reaction and Optical Reso01- 171 of
lution. — The racemic 3-hydroxy-3-methylproline (IV) is prepared using a tandem
Michael—aldol reaction, followed by hydrogenolysis and enrichment of the syn-isomer using the different solubility of the diastereomers in chloroform. The enantiomerically pure title compound is obtained by partial optical resolution using (-)-cinchonidine and enantiomerical enrichment by the crystallization of its β-lactone derivative.
— (MAKINO, K.; SUZUKI, T.; HAMADA*, Y.; Bull. Chem. Soc. Jpn. 77 (2004) 9,
1649-1653; Grad. Sch. Pharm. Sci., Chiba Univ., Inage, Chiba 263, Japan; Eng.) —
M. Paetzel
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