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(R)-4-Hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate: chiral building block for the synthesis of optically active α-substituted α-amino acid derivatives |
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| Authors: | Hiroaki Miyaoka Makoto Yamanishi Ayako Hoshino Atsushi Kinbara |
| Affiliation: | School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan |
| Abstract: | (R)-4-Hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate was efficiently obtained by lipase-catalyzed asymmetrization of the prochiral diol. (R)-4-Hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate was converted to (R)-2-(hydroxymethyl)glutamic acid and a synthetic intermediate of (−)-deoxydysibetaine. |
| Keywords: | Lipase Chiral building block α-Substituted α-amino acid (R)-2-(Hydroxymethyl)glutamic acid (&minus )-Deoxydysibetaine |
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