Highly efficient discrimination of fluorous tags by β-cyclodextrin columns: New isolation method for fluorous mixture synthesis

Synlett

Volumn , Issue 10, 2002, Pages 1607-1612

  Matsuzawa, Hiroshi ^a   Mikami, Koichi ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Chromatography; Combinatorial chemistry; Fluorine chemistry; Separation technique; cyclodextrin

Indexed keywords

BETA CYCLODEXTRIN; FLUORINE;

ARTICLE; CHEMICAL REACTION; COMBINATORIAL CHEMISTRY; GEL CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INTERMETHOD COMPARISON; REACTION ANALYSIS; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

EID: 0036400049     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2002-34216     Document Type: Article

References (19)

1. Nishikido, J.; Nanbo, M.; Yoshida, A.; Nakajima, H.; Matsumoto, Y.; Mikami, K. Synlett 2002, 1613.
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8. (a) Kamiusuki, T.; Monde, T.; Yano, K.; Yoko, T.; Konakahara, T. Chromatographia 1999, 49, 649.
9. (b) Konakahara, T.; Okada, S.; Monde, T.; Nakayama, N.; Furuhashi, J.; Sugaya, J. Nihon Kagaku Kaishi 1991, 12, 1638.
10. (c) Konakahara, T.; Nakayama, N.; Monde, T. Jpn. Pat. Dec. 2505267, 1988.
11. SUMICHIRAL OA-7000 series are sold by Sumika Chemical Analysis Service. Catalog about SUMICHIRAL OA-7000 series: Welcome to SUMICHIRAL OA third edition. URL: http://www.scas.co.jp/.
12. SUMICHIRAL OA-7000 is the column with unmodified β-CD bonded to the silica gel via saccharide (glucuroyl gluconoyl group) spacer; SUMICHIRAL OA-7100 is the column with unmodified β-CD bonded to the silica gel via alkyl group spacer; SUMICHIRAL OA-7500 is the column with β-CD, in which hydroxyl group is protected by methyl group, bonded to the silica gel via alkyl group spacer.
13. 2O).
14. Retention time of esters 1a-c was as follows; 1a: 19.1 min, 1b: 28.6 min, 1c: 39.2 min.
15. Retention time of sulfonates 2a-e with OA-7100 was as follows; 2a: 23.1 min, 2b: 16.9 min, 2c: 14.3 min, 2d: 10.8 min, 2e: 10.2 min.
16. OD-H is packed with the cellulose 3,5-dimethylphenylcarbamate and helical structure is proposed for cellulose tris(phenylcarbamate). Review: (a) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013. (b) Yashima E.; Yamamoto, C.; Okamoto, Y. Synlett 1998, 344. (c) Yashima, E.; Okamoto, Y. Bull. Chem. Soc. Jpn. 1995, 68, 3289.
17. OD-H is packed with the cellulose 3,5-dimethylphenylcarbamate and helical structure is proposed for cellulose tris(phenylcarbamate). Review: (a) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013. (b) Yashima E.; Yamamoto, C.; Okamoto, Y. Synlett 1998, 344. (c) Yashima, E.; Okamoto, Y. Bull. Chem. Soc. Jpn. 1995, 68, 3289.
18. OD-H is packed with the cellulose 3,5-dimethylphenylcarbamate and helical structure is proposed for cellulose tris(phenylcarbamate). Review: (a) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013. (b) Yashima E.; Yamamoto, C.; Okamoto, Y. Synlett 1998, 344. (c) Yashima, E.; Okamoto, Y. Bull. Chem. Soc. Jpn. 1995, 68, 3289.
19. ZEORORA-H is 1,1,2,2,3,3,4-heptafluorocyclopentane and sold by ZEON CORPORATION. URL of ZEON CORPORATION: http://www.zeon.co.jp/.