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Communication | Special issue | Vol 52, No. 1, 2000, pp.81-84
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S13
Kinetic Resolution of 5-Hydroxy-2,3,4,5-tetrahydrobenzazepines with Chiral 1,1'-Bi-2-naphthol Derived Acylating Agents

Jun Matsubara, Kenji Otsubo,* Yoshikazu Kawano, Kazuyoshi Kitano, Tadaaki Ohtani, Hiroshi Yamashita, Seiji Morita, and Minoru Uchida

*Tokushima Research Institute, Otsuka Pharmaceutical Co., Ltd., Kagasuno 463-10, Kawauchi-cho, Tokushima, Tokushima 771-0192, Japan


(R)-2'-Hydroxy-1,1'-binaphthalene-2-yl benzoate (1a) was found to be an efficient asymmetric acylating agent for a secondary alcohol, 5-hydroxy-2,3,4,5-tetrahydro-1-(p-toluenesulfonyl)-1H-benzazepine (2a), which is a key intermediate for preparing a metabolite of the vasopressin V2 receptor antagonist, OPC-31260 (4).