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Bioscience, Biotechnology, and Biochemistry Volume 74, 2010 - Issue 10
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Original Articles

Synthesis of (2RS,8R,10R)-YM-193221 and an Improved Approach to Tyroscherin, Bioactive Natural Compounds from Pseudallescheriasp.

Ryo KATSUTADepartment of Applied Bio-Science, Tokyo University of Agriculture;Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo
,
Arata YAJIMADepartment of Applied Bio-Science, Tokyo University of Agriculture
,
Ken ISHIGAMIDepartment of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo
,
Tomoo NUKADADepartment of Applied Bio-Science, Tokyo University of Agriculture
&
Hidenori WATANABEDepartment of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo
Pages 2056-2059 | Received 12 May 2010, Accepted 01 Jul 2010, Published online: 22 May 2014

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  • 8) Alternatively, oxidation of N-methyltyroscherin (14), prepared from tyroscherin (aq. HCHO, NaBH3CN, CH3CN, 94%), by several reagents (PCC, Dess-Martin periodinane) resulted in decomposition of the starting material. Oxidation of 14 was succeeded by using TPAP, NMO, but the corresponding YM-193221 (1) was also given as a 1:1 mixture of diastereomers at C2.
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