Asymmetric synthesis of α, α-disubstituted α-amino alcohol derivatives

T Nakamura, T Tsuji, Y Iio, S Miyazaki, T Takemoto…

Index: Nakamura, Tsuyoshi; Tsuji, Takashi; Iio, Yukiko; Miyazaki, Shojiro; Takemoto, Toshiyasu; Nishi, Takahide Tetrahedron Asymmetry, 2006 , vol. 17, # 19 p. 2781 - 2792

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Citation Number: 18

Abstract

We herein report an asymmetric synthesis of α, α-disubstituted α-amino alcohol derivatives 3, key intermediates of a novel immunomodulator, using enzymatic desymmetrization of 2- alkyl-2-tert-butoxycarbonylamino-1, 3-propanediols 1a and 1b. This method makes it possible to prepare a chiral analogue of FTY720 4. These synthetic procedures allow for a broad structure variation in order to evaluate structure–activity relationships and the ...