Daisuke Mori

Kyoto University, Kioto, Kyōto, Japan

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Publications (5)11.64 Total impact

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    ABSTRACT: 99mTc-tricarbonyl [ 99mTc(CO) 3] complexes have been conventionally synthesized by heating [ 99mTc(CO) 3(H 2O) 3] + and a tridentate chelating ligand under atmospheric pressure; however, this method is poor in terms of chemical yield and reproducibility. Moreover, since the half-life of 99mTc is very short (6 h), the development of facile and rapid methods of synthesizing 99mTc-labeled compounds, which could be used as radioactive tracers for single photon emission computed tomography (SPECT), is required. Thus, we initiated a study on the application of a microwave reaction to the synthesis of 99mTc(CO) 3-2-picolylamine monoacetic acid (PAMA) [ 99mTc(CO) 3-PAMA] complexes on the basis of the fact that synthesis of metal complexes proceeds rapidly by microwave irradiation owing to an efficient exothermic phenomenon and heat conduction effect. Formation of by-products could be markedly suppressed by comparison with that in conventional methods. In the present study, rhenium (Re), an element belonging to the same group in the periodic table as technetium (Tc), and which also forms bipyramidal complexes, was first used to investigate the synthetic reaction because no stable isotopes exist for Tc. As a result, when water was used as the solvent under the irradiation of microwaves within 1 min, the Re(CO) 3-PAMA complex could be directly synthesized from ethyl ester of PAMA (PAMAEE) and [Re(CO) 3(H 2O) 3]Br in one step and with a high yield (94%). Finally, the 99mTc(CO) 3-PAMA complex was successfully synthesized at a high radiochemical yield (>99%) within 1 min of reaction using 99mTc instead of Re under the same conditions.
    No preview · Article · Jan 2012 · CHEMICAL & PHARMACEUTICAL BULLETIN
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    ABSTRACT: (99m)Tc-tricarbonyl [(99m)Tc(CO)(3)] complexes have been conventionally synthesized by heating [(99m)Tc(CO)(3)(H(2)O)(3)](+) and a tridentate chelating ligand under atmospheric pressure; however, this method is poor in terms of chemical yield and reproducibility. Moreover, since the half-life of (99m)Tc is very short (6 h), the development of facile and rapid methods of synthesizing (99m)Tc-labeled compounds, which could be used as radioactive tracers for single photon emission computed tomography (SPECT), is required. Thus, we initiated a study on the application of a microwave reaction to the synthesis of (99m)Tc(CO)(3)-2-picolylamine monoacetic acid (PAMA) [(99m)Tc(CO)(3)-PAMA] complexes on the basis of the fact that synthesis of metal complexes proceeds rapidly by microwave irradiation owing to an efficient exothermic phenomenon and heat conduction effect. Formation of by-products could be markedly suppressed by comparison with that in conventional methods. In the present study, rhenium (Re), an element belonging to the same group in the periodic table as technetium (Tc), and which also forms bipyramidal complexes, was first used to investigate the synthetic reaction because no stable isotopes exist for Tc. As a result, when water was used as the solvent under the irradiation of microwaves within 1 min, the Re(CO)(3)-PAMA complex could be directly synthesized from ethyl ester of PAMA (PAMAEE) and [Re(CO)(3)(H(2)O)(3)]Br in one step and with a high yield (94%). Finally, the (99m)Tc(CO)(3)-PAMA complex was successfully synthesized at a high radiochemical yield (>99%) within 1 min of reaction using (99m)Tc instead of Re under the same conditions.
    No preview · Article · Jan 2012 · Chemical & pharmaceutical bulletin
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    ABSTRACT: Technetium-99m (99mTc) is one of the most frequently used nuclides for single-photon emission computed tomography (SPECT) imaging because of its radiochemical characteristics, such as gamma emission of suitable energy (141 keV) and adequate half-life (6.01 h). Although triaquatricarbonyl 99mTc cation ([99mTc(CO)3(H2O)3]+) has several advantages as a 99mTc-labeling agent, e.g., compact chelate size, chelate stability, and simplicity of preparation, its synthetic protocols should be improved. Because microwave heating is a convenient method for synthetic reactions, we studied the effect of microwave irradiation on the synthesis of 99mTc tricarbonyl complexes. We found several factors beneficial for the preparation of nuclear medicines. In particular, microwave heating promoted one-pot syntheses of 99mTc tricarbonyl chelates in a short time. In addition, the 99mTc tricarbonyl complex could be obtained using low concentrations of ligands.
    No preview · Article · Nov 2011 · Journal of Organometallic Chemistry
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    ABSTRACT: The synthesis of the abeo-abietane-type diterpenoids, i.e., (-)-dichroanal B, (-)-dichroanone, and taiwaniaquinone H, was achieved by using the intramolecular asymmetric Heck reaction. Our synthetic routes required fewer steps and gave a much higher overall yield and ee within shorter steps than those for racemic and antipodal forms reported to date (10, 12, and 13 steps with an overall yield of 50%, 40%, and 39%, and 94%, 98%, and 98% ee, respectively).
    No preview · Article · Dec 2009 · The Journal of Organic Chemistry
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    ABSTRACT: Optically active 2,6-dimethylcyclohexanone-2-carboxylate was prepared by PLE-catalyzed dealkoxycarbonylation of sigma-symmetrical beta-ketodiesters, which possess quarternary carbons at alpha- and alpha'-positions. Moreover, (-)-podocarpic acid was prepared in a short sequence from 2,6-dimethyleyclohexanone-2-carboxylate.
    No preview · Article · Dec 2005 · Synlett

Publication Stats

25 Citations
11.64 Total Impact Points

Institutions

  • 2011
    • Kyoto University
      • Division of Pharmaceutical Sciences
      Kioto, Kyōto, Japan
  • 2009
    • Kyoto Pharmaceutical University
      • Laboratory of Pharmaceutical Manufacturing Chemistry
      Kioto, Kyōto, Japan