Papers - YAMAMURA Hatsuo

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  • Preparation of Polytosylated gamma-Cyclodextrins. Reviewed

    Hatsuo YAMAMURA, Yoshitaka KAWASE, Masao KAWAI, Yasuo BUTSUGAN

    Bull. Chem. Soc. Jpn.   66 ( 2 )   585 - 588   1993.04

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:The Chemical Society of Japan  

    Practical preparation of polytosylated <i>γ</i>-cyclodextrins, octakis(6-<i>O</i>-tosyl)-2-<i>O</i>-tosyl-<i>γ</i>-cyclodextrin, octakis(6-<i>O</i>-tosyl)-<i>γ</i>-cyclodextrin, and heptakis(6-<i>O</i>-tosyl)-<i>γ</i>-cyclodextrin, has been established. The procedure involves reaction of <i>γ</i>-cyclodextrin with tosyl chloride in pyridine and column chromatographic separation using silica gel modified with 3-aminopropyl groups.

    DOI: 10.1246/bcsj.66.585

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  • Preparation of Octakis(3,6-anhydro)-gamma-cyclodextrin and Characterization of its Cation Binding Ability. Reviewed

    Hatsuo YAMAMURA, Toshishige EZUKA, Yoshitaka KAWASE, Masao KAWAI, Yasuo BUTSUGAN, Kahee FUJITA

    J. Chem. Soc., Chem. Commun.   ( 7 )   636 - 637   1993.04

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:ROYAL SOC CHEMISTRY  

    Octakis(3,6-anhydro)-gamma-cyclodextrin 3 has been prepared by the reaction of octakis(6-O-tosyl)-gamma-cyclodextrin with KOH; 3 shows a specific binding ability to alkali metal ions with larger ionic diameters, owing to its hydrophilic cavity which is similar to the layered crown ethers.

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  • Determination of the Structures of Tris(6-O-mesitylenesulfonyl)-alpha-cyclodextrin Regioisomers by 1H NMRAnalyses of the Corresponding 3,6-Anhydrocyclodextrin Derivatives. Reviewed

    Hatsuo YAMAMURA, Hideki NAGAOKA, Kazuki SAITO, Masao KAWAI, Yasuo BUTSUGAN

    J. Org. Chem.   58   2936 - 2937   1993.04

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  • Crystal Structures of Boc-D- and L-Iva-L-Pro-OBzl: Unturned Conformation of Aib-Pro Sequence Unaffected by Replacement of Me with Et inAib Reviewed

    Masao KAWAI, Toshihisa OMORI, Hatsuo YAMAMURA, Yasuo BUTSUGAN, Tooru TAGA, Yoshihisa MIWA

    Biopolymers   33   1207 - 1212   1993.04

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  • Determination of the Structures of Tris(6-O-mesitylenesulfonyl)-α-cyclodextrin Regioisomers by 1H NMR Analyses of the Corresponding 3,6-Anhydrocyclodextrin Derivatives Reviewed

    Hatsuo Yamamura, Hideki Nagaoka, Kazuki Saito, Masao Kawai, Yasuo Butsugan, Terumi Nakajima, Kahee Fujita

    Journal of Organic Chemistry   58 ( 11 )   2936 - 2937   1993

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    Language:English   Publishing type:Research paper (scientific journal)  

    The structures of two regioisomers of tris(6-O-mesitylenesulfonyl)-α-cyclodextrin (6A,6B,6D and 6A,6B,6E) were assigned by conversion of the isomers to tris(3,6-anhydro)-α-cyclodextrins and analyses of the two-dimensional 1H NMR spectra (DQF-COSY, HOHAHA, and ROESY) of the anhydrocyclodextrins. © 1993, American Chemical Society. All rights reserved.

    DOI: 10.1021/jo00063a005

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  • Selective Preparation of Hexakis(6-O-arenesulfonyl)-alpha-cyclodextrin Reviewed

    Kahee FUJITA, Kazuko OHTA, Kozo MASUNARI, Ken-ichi OBE, Hatsuo YAMAMURA

    Tetrahedron Lett.   33   5519 - 5520   1992.04

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  • Physalins N and O from Physalis Alkekengi. Reviewed

    Masao KAWAI, Toichi OGURA, Bunsho MAKINO, Akihide MATSUMOTO, Hatsuo YAMAMURA, Yasuo BUTSUGAN, Mitsuo HAYASHI

    Phytochemistry   31   4299 - 4302   1992.04

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  • Optical Resolution of N-Carbobenzoxy-alpha-methoxyglycine. Reviewed

    Masao KAWAI, Yoshimasa OMORI, Hatsuo YAMAMURA, Yasuo BUTSUGAN

    Tetrahedron: Asymmetry   8   1019 - 1020   1992.04

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  • Activated Charcoal-mediated Hydroxylation under Very Mild Conditions : Conversion of Physalin B into 25-Hydroxyphysalin B. Reviewed

    Bunsho MAKINO, Masao KAWAI, Tatsuo YAMAMOTO, Hatsuo YAMAMURA, Yasuo BUTSUGAN, Mitsuo HAYASHI, Kiyoshi OGAWA

    J. Chem. Soc., Chem. Commun.   1430 - 1431   1992.04

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  • A Complete Set of 6A-Azido-6A-deoxy-6X-O-sulfonyl- beta-cyclodextrins. Reviewed

    Kahee FUJITA, Hatsuo YAMAMURA, Yoshimitsu EGASHIRA, Taiji IMOTO

    Tetrahedron Lett.   33   3511 - 3514   1992.04

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  • Activated charcoal-mediated hydroxylation under very mild conditions: Conversion of physalin B into 25-hydroxyphysalin B Reviewed

    Bunsho Makino, Masao Kawai, Tatsuo Yamamoto, Hatsuo Yamamura, Yasuo Butsugan, Mitsuo Hayashi, Kiyoshi Ogawa

    Journal of the Chemical Society, Chemical Communications   ( 19 )   1430 - 1431   1992

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    Language:English   Publishing type:Research paper (scientific journal)  

    Activated charcoal treatment of physalin B, a 13, 14-seco-16,24- cyclosteroidal constituent of Physalis alkekengi, in MeOH at room temperature yields a product possessing a hydroxy group at the α-position of the δ-lactone carbonyl function, namely 25-hydroxyphysalin B, in high yield.

    DOI: 10.1039/C39920001430

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  • Physalins N and O from Physalis alkekengi Reviewed

    Masao Kawai, Toichi Ogura, Bunsho Makino, Akihide Matsumoto, Hatsuo Yamamura, Yasuo Butsugan, Mitsuo Hayashi

    Phytochemistry   31 ( 12 )   4299 - 4302   1992

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    The structures of physalins N and O, isolated from Physalis alkekengi var. francheti, were determined as 7α-hydroxyphysalin B and (25S)-25,27-dihydrophysalin A, respectively. © 1992.

    DOI: 10.1016/0031-9422(92)80462-N

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  • Optical resolution of N-carbobenzoxy-α-methoxyglycine Reviewed

    Masao Kawai, Yoshimasa Omori, Hatsuo Yamamura, Yasuo Butsugan

    Tetrahedron: Asymmetry   3 ( 8 )   1019 - 1020   1992

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    Language:English   Publishing type:Research paper (scientific journal)  

    Optical resolution of racemic N-carbobenzoxy-α-methxyglycine using D/L-phenylalaninol or (1S,2S)-2-amino-1-phenyl-1,3-propanediol afforded (+)- and (-)-enantiomers, to which D-and L-configurations, respectively, were assigned based on the 1H NMR data and biological activity of demorphin N-terminal tetrapeptide analogs. © 1992.

    DOI: 10.1016/S0957-4166(00)86033-4

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  • A Complete Set of beta-Cyclodextrin 6A, 6X-Diactivated by Two Different Sulfonyl Groups Reviewed

    Kahee FUJITA, Hatsuo YAMAMURA, Taiji IMOTO

    Tetrahedron Lett.   32   6737 - 6740   1991.04

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  • Preparation of Heptakis(6-O-(p-tosyl))- beta-cyclodextrin and Heptakis(6-O-(p-tosyl))-2-O-(p-tosyl)- beta-cyclodextrin and TheirConversion to Heptakis(3,6-anhydro)- beta-cyclodextrin Reviewed

    Hatsuo YAMAMURA, Kahee FUJITA

    Chem. Pharm. Bull.   39   2505 - 2508   1991.04

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  • Preparation of Heptakis(6-0-(/?-tosyl))-/j-cyclodextrin And Heptakis(6-o-(/&gt;-tosyl))-2-0-(/?-tosyl)-/j-cyclodextrin And Their Conversion To Heptakis(3,6-anhydro)-/j-cyclodextrin Reviewed

    Hatsuo Yamamura, Kahee Fujita'

    Chemical and Pharmaceutical Bulletin   39 ( 10 )   2505 - 2508   1991

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    Language:English   Publishing type:Research paper (scientific journal)  

    Heptakis(6-0-(/&gt
    -tosyl))-/?-cyclodextrin and heptakis(6-0-(/Mosyl))-2-O-(/&gt
    -tosyl)-/J-cyclodextrin were prepared by the reaction of /?-cyclodextrin with p-tosyl chloride in pyridine. They were converted to heptakis(3,6-anhydro)-/?-cyclodextrin, constituted from alternative (1C4) glucose units. © 1991, The Pharmaceutical Society of Japan. All rights reserved.

    DOI: 10.1248/cpb.39.2505

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  • Specific Preparation and Structure Determination of 3A,3C,3E-Tri-O-sulfonyl- beta-cyclodextrin. Reviewed

    Kahee FUJITA, Tsutomu TAHARA, Hatsuo YAMAMURA, Taiji IMOTO, Toshitaka KOGA, Toshihiro FUJIOKA, Kunihide MIHASHI

    J. Org. Chem.   55   877 - 8808   1990.04

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  • Specific Preparation and Structure Determination of 3A,3C,3E-Tri-O-sulfonyl-β-cyclodextrin Reviewed

    Kahee Fuiita1, Tsutomu Tahara, Toshitaka Koga, Hatsuo Yamamura, Taiii Imoto, Toshihiro Fujioka, Kunihide Mihashi

    Journal of Organic Chemistry   55 ( 3 )   877 - 880   1990

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    A reaction of β-cyclodextrin with β-naphthylsulfonyl chloride in alkaline aqueous acetonitrile gave only one isomer (3A,3c,3E-trisulfonate, 17.8%) of five 3,3,3-tri-O-sulfonyl-β-cyclodextrins. The isomer was converted to 3Af6A:3c,6c:3E,6E-trianhydro-β-cyclodextrin, the structure of which was assigned by comparing its spectral and HPLC data of the trianhydro-β-cyclodextrin with those of all authentic 3,6:3,6:3,6-trianhydro-β-cyclodextrins prepared by the reactions of known 6-tri-O-sulfonylated β-cyclodextrins with aqueous alkali. © 1990, American Chemical Society. All rights reserved.

    DOI: 10.1021/jo00290a016

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  • 6-O-TRISUBSTITUTED BETA-CYCLODEXTRINS WHOSE SUBSTITUENTS ARE DIFFERENT FROM ONE ANOTHER Reviewed

    K FUJITA, A MATSUNAGA, H YAMAMURA, T IMOTO

    CHEMISTRY LETTERS   ( 12 )   1947 - 1950   1988.12

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:CHEMICAL SOC JAPAN  

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  • Complete Sets of Structurally Determined 6A,6X-Unsymmetrically Disubstituted β-Cyclodextrins: 6A-S-Phenyl-6X-O-(β-Naphthylsulfonyl)-6A-Thio-β-Cyclodextrins and 6A-S-(tert-butyl)-6X-O-(β-Naphthylsulfonyl)-6A-thio-β-cyclodextrins Reviewed

    Kahee Fujita, Atsuo Matsunaga, Hatsuo Yamamura, Taiji Imoto

    Journal of Organic Chemistry   53 ( 19 )   4520 - 4522   1988.09

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    Language:English   Publishing type:Research paper (scientific journal)  

    Complete sets of structurally determined 6A,6X-unsymmetrically disubstituted β-cyclodextrins and 6A-S-phenyl-6X-O-(β-naphthylsulfonyl)-6A-thio-β-cyclodextrins and 6A-S-(tert-butyl)-6X-O-(β-naphthylsulfonyl)-6A-thio-β-cyclodextrins, were prepared, and their structures were determined. These constitute complete sets of cyclodextrins having two functional groups that are different from one another. © 1988, American Chemical Society. All rights reserved.

    DOI: 10.1021/jo00254a019

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