Enzymatic optical resolution of dibenzoxepins and its application to an optically active antiallergic agent with thromboxane A2 receptor antagonistic activity.

Article abstract of DOI:10.1271/bbb.57.1157

Methyl (+/-)-11-(2-hydroxyethyl)thio-6,11-dihydrodibenz[b,e]oxepin- 2- carboxylate (5) was enantio-selectively acylated with acetic anhydride in an organic medium by Lipase Amano P to give methyl (-)-11-(2-acetoxyethyl)thio-6,11-dihydrodibenz[b,e]oxepin-2- carboxylate (8), and the (+)-enantiomer by Lipase Sigma Type VII. Using Lipase Amano P, (+)- and (-)-(5) could be prepared with high optical purity (84-94% e.e.). These products were respectively converted to (+)- and (-)-KW-4099, which had antiallergic activity with complete retention of the optical purity.

Full text of DOI:10.1271/bbb.57.1157

Bioscience, Biotechnology, and Biochemistry
ISSN: 0916-8451 (Print) 1347-6947 (Online) Journal homepage: http://www.tandfonline.com/loi/tbbb20
Enzymatic Optical Resolution of Dibenzoxepins
and Its Application to an Optically Active
Antiallergic Agent with Thromboxane A2 Receptor
Antagonistic Activity
Yukihiro Kuge, Kenji Shioga, Toru Sugaya & Shinji Tomioka
To cite this article: Yukihiro Kuge, Kenji Shioga, Toru Sugaya & Shinji Tomioka (1993) Enzymatic
Optical Resolution of Dibenzoxepins and Its Application to an Optically Active Antiallergic
Agent with Thromboxane A2 Receptor Antagonistic Activity, Bioscience, Biotechnology, and
Biochemistry, 57:7, 1157-1160, DOI: 10.1271/bbb.57.1157
To link to this article: http://dx.doi.org/10.1271/bbb.57.1157
Published online: 12 Jun 2014.
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Date: 13 November 2015, At: 08:34

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