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2004
Alkaloids
U 0600
46- 200
Syntheses of 10-Oxo, 10α-Hydroxy, and 10β-Hydroxy Derivatives of a Potent
κ-Opioid Receptor Agonist, TRK-820. — The title compounds are supposed to be
potential degradation products in formulation of TRK-820 as a result of oxidation. The
10-β-hydroxy derivative (II) is derived from 10-oxo-TPK-820 (I) via stereoselective
reduction. A stepwise inversion method is applied to produce the 10α-hydroxy compound (VII) from the β-isomer (IV). — (HORIKIRI, H.; HIRANO, N.; TANAKA, Y.;
OISHI, J.; HATAKEYAMA, H.; KAWAMURA*, K.; NAGASE, H.; Chem. Pharm.
Bull. 52 (2004) 6, 664-669; Pharm. Res. Lab., Toray Ind., Inc., Kanagawa 248, Japan;
Eng.) — M. Paetzel
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