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Communication | Regular issue | Vol 45, No. 6, 1997, pp.1047-1050
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7775
New Crystalline N-(Coumarin-4-yl)-L-pyroglutamic Acid. The First Synthesis and Application to 1H NMR Optical Purity Determination of Alcohols and Amines

Kazuo Nagasawa,* Ritsuko Okazaki, Asami Yamashita, Keiichi Ito, and Kohji Wada

*Hokkaido College of Pharmacy, 7-1 Katsuraoka-cho, Otaru 047-02, Japan

Abstract

Condensation of 3-phenylsulfonyl-4-chlorocoumarin with tert-butyl L-pyroglutamate potassium salt followed by desulfonylation and ester-cleavage yielded the novel crystalline N-(coumain-4-yl)-L-pyroglutamic acid [CPYRO-OH], which being evidenced to be a versatile and reliable 1H nmr optical purity determination agent for chiral alcohols and amines.