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Original Articles

Study on the Application of the (S)-2-tert-Butyl-2-methyl-1,3-benzodioxole-4-carboxylic acid-based On-line HPLC-Exciton CD Analysis to Acyclic 1,3-Diols

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Pages 1822-1825 | Received 27 Apr 1998, Published online: 22 May 2014

  • . 1988.
  • . 1988.
  • . 1988.
  • . 1989.
  • . 1989.
  • 6) Drake, A. F., Gould, J. M., and Mason, S. F., Simultaneous monitoring of light absorption and optical activity in the liquid chromatography of chiral substances. J. Chromatogr. 202, 239-245 (1980).
  • 7) Westwood, S. A., Games, D. E., and Sheen, L., Use of circular dichroism as a HPLC detector. J. Chromatogr., 204, 103-107 (1981).
  • 8) Salvadori, P., Rosini, C., and Bertucci, C., Circular dichroic detection in the HPLC of chiral molecule: Direct determination of elution orders. J. Org. Chem., 49, 5050-5054 (1984).
  • 9) Synoverc, R. E. and Yeung, E. S., Laser-based circular dichroism detector for conventional and microwave liquid chromatography. J. Chromatogr., 368, 85-93 (1986).
  • 10) Mannschreck, A., Andert, D., Eigelsperger, A., Gmahl, E., and Buchner, H., Chiroptical detection-novel possibilities of its application to enantiomers. Chromatogr aphia, 25, 182-188 (1988).
  • 11) Gergely, A., A review of the application of chiroptical methods to analytical chemistry. J. Pharm. Biomed. Anal., 7, 523-541 (1989).
  • 12) Salvadori, P., Bertucci, C., and Rosini, C., Circular dichroism in HPLC. Chirality, 3, 376-385 (1991).
  • . 1983.
  • 14) Kawamura, A., Berova, N., Dirsch, V., Mangoni, A., Nakanishi, K., Schwarts, G., Bielaska, A., Hannun, Y., and Kitagawa, I., Picomole Scale Stereochemical Analysis of Sphingoshines and Dihydrosphingosines. Bioorg. Med. Chem., 4, 1035-1043 (1996).
  • 15) Nishida, Y., Ohrui, H., and Meguro, H., Synthesis of (S)-(+)-2-tert-Butyl-2-Methyl-1,3-Benzodioxole-4-Carboxylic Acid for Amines and Alcohols. Tetrahedron Lett., 30, 5277-5281 (1989).
  • 16) Nishida, Y., Ohrui, H., Meguro, H., and Kabuto, T., Crystal Structure of N-[(+)-2-t-Butyl-2-methyl-1,3-benzodioxole-4-carboxyl]-phenylalanine Methyl Ester. Anal. Sci., 7, 349-350 (1991).
  • 17) Nishida, Y., Abe, M., Itoh, E., Ohrui, H., and Meguro, H., Synthesis of a Series of Fluorescent Carboxylic Acids with a 1,3-Benzodioxole Skeleton and Their Evaluation as Chiral Derivatizing Reagents. Anal. Sci., 11, 213-220 (1995).
  • 18) Kim, J-H., Nishida, Y., Ohrui, H., and Meguro, H., A Highly Sensitive HPLC Method to Determine the Absolute Configuration of Glycosyl Diacylglycerols using a Fluorescent Chiral Derivatization Reagent. J. Carbohydr. Chem., 14, 889-893 (1995).
  • 19) Bai, C., Nishida, H., Ohrui, H., and Meguro, H., A Highly Sensitive HPLC Method to Discriminate Enantiomeric Amino Deoxy Sugars Based on the Derivatization with (S)-TBMB Carboxylic Acid. J. Carbohydr. Chem., 15, 217-230 (1996).
  • 20) Ito, E., Nishida, H., Ohrui, H., and Meguro, H., Simultaneous Analysis of Enantiomeric Amino Acids Based on Derivatization with (S)-(+)-2-t-Butyl-2-methyl-1,3-benzodioxole-4-carboxylic Acid and High-performance Liquid Chromatography. Anal. Sci., 12, 551-556 (1996).
  • 21) (a) Nishida, Y., Kim, J-W., Ohrui, H., and Meguro, H., On-line HPLC-Exciton CD analysis using a chiral benzoyl reagent, (S)-TBMB carboxylic acid: A promising approach toward selective identification of enantiomeric diols and diamines. J. Am. Chem. Soc., 119, 1484-1485 (1997).
  • 21) (b) Shimizu, K., Kim, J-W., Akasaka, K., and Ohrui, H., Application of (S)-TBMB Carboxylic Acid-based On-line HPLC-Exciton CD Analysis to Acyclic Vicinal Alcohols and Amino Alcohols. Chirality, submitted for poblication.
  • 22) Harada, N., Saito, A., Ono, H., Gawronski, J., Gawronski, K., Sugioka, T., Uda, H., and Kuriki, T., A CD Method for Determination of the Absolute Stereochemistry of Acyclic Glycols. 1. Application of the CD Exciton Chirality Method to Acyclic 1,3-Dibenzoate System. J. Am. Chem. Soc., 113, 3842-3850 (1991).

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