Chem. Pharm. Bull.

Chem. Pharm. Bull., 58(1),110-112, January 2010

Notes

Synthesis and Configurational Stability of (S)- and (R)-Deuteriothalidomides

Takeshi YAMAMOTO, Etsuko TOKUNAGA, Shuichi NAKAMURA, Norio SHIBATA,^* and Takeshi TORU

Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology; Gokiso, Showa-ku, Nagoya 466-8555, Japan. * To whom correspondence should be addressed. e-mail: nozshiba@nitech.ac.jp

3′-Deuteriothalidomide was synthesized and found to be configurationally five times more stable than thalidomide toward racemization at physiological pH.

Key words thalidomide; isostere; deuterium

Notes

Synthesis and Configurational Stability of (S)- and (R)-Deuteriothalidomides

Takeshi YAMAMOTO, Etsuko TOKUNAGA, Shuichi NAKAMURA, Norio SHIBATA,* and Takeshi TORU

Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology; Gokiso, Showa-ku, Nagoya 466-8555, Japan. * To whom correspondence should be addressed. e-mail: nozshiba@nitech.ac.jp

Takeshi YAMAMOTO, Etsuko TOKUNAGA, Shuichi NAKAMURA, Norio SHIBATA,^* and Takeshi TORU