Synthetic, biocatalytic acetylation and antituberculosis activity evaluation studies on (+/-)-4-alkyl-3, 4-dihydro-3-omega-hydroxyalkyl-2H-1, 3-benzoxazines

…, A Dhawan, NK Sharma, V Kumar, S Kumar…

Index: Shakil, Najam A.; Dhawan, Ashish; Sharma, Nawal K.; Kumar, Vijayendra; Kumar, Sujeet; Bose, Mridula; Raj, Hanumantharao G.; Olsen, Carl E.; Cholli, Ashok L.; Samuelson, Lynne A.; Kumar, Jayant; Watterson, Arthur C.; Parmar, Virinder S.; Prasad, Ashok K. Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003 , vol. 42, # 8 p. 1958 - 1969

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Citation Number: 16

Abstract

Abstract: Five novel (±)-4-alkyl-3, 4-dihydro-3-ω-hydroxyalkyl-2H-1, 3-benzoxazines have been synthesized by Mannich-type condensation of N-ω-hydroxyalkyl, N-[1-(2- hydroxypheny l) ethyl/propyl] amine and formaldehyde in 55 to 60% yields. Porcine pancreatic lipase in tetrahydrofuran catalyses the acetylation of these benzoxazines in an enantioselective fashion. This perhaps is the first report of the resolution of benzoxazines ...