Heterocyclic Tricycles as Internal N-Glycosides from 2-Methyl-5-nitro-6-(2-nitrophenyl)-4-phenyl(2-furyl)tetrahydropyranols

doi:10.3390/50300245

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Molecules 2000, 5(3), 245-251; doi:10.3390/50300245

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Heterocyclic Tricycles as Internal N-Glycosides from 2-Methyl-5-nitro-6-(2-nitrophenyl)-4-phenyl(2-furyl)tetrahydropyranols

Lutz Götze¹, Manfred Michalik², Klaus Peseke^1,* , José Quincoces^3,4 and Helmut Reinke¹

¹ Fachbereich Chemie der Universität Rostock, D-18051 Rostock, Germany ² Institut für Organische Katalyseforschung an der Universität Rostock, Buchbinderstr. 5-6, D-18055 Rostock, Germany ³ Centro Bioactivos Quimicos, Universidad Central de Las Villas, Santa Clara, Cuba ⁴ Departamento de Farmacia e Bioquimica, Universidade Bandeirante de Sao Paulo (UNIBAN), Rua Maria Candida, 1813 Vila Guilherme Sao Paulo-SP, Brazil

* Author to whom correspondence should be addressed.

Received: 10 February 2000 / Accepted: 14 March 2000 / Published: 16 March 2000

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Abstract: 1-Methyl-10-nitro-11-phenyl(2-furyl)-2-aza-13-oxa-tricyclo[7.3.1.0^3,8]trideca-3,5,7-trienes 3 were synthesized via the reduction of the aromatic 2-nitro group of 2-methyl-5-nitro-6-(2-nitrophenyl)-4-phenyl(2-furyl)tetrahydropyranols 2 and subsequent condensation with their anomeric OH group. As by-products, the corresponding 6-(2-aminophenyl)-2-methyl-5-nitro-4-phenyl(2-furyl)tetrahydropyranols 4 were isolated.

Keywords: pyran derivatives; tricyclo[7.3.1.03; 8]trideca-3; 5; 7-trienes; N-glycosides

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MDPI and ACS Style

Götze, L.; Michalik, M.; Peseke, K.; Quincoces, J.; Reinke, H. Heterocyclic Tricycles as Internal N-Glycosides from 2-Methyl-5-nitro-6-(2-nitrophenyl)-4-phenyl(2-furyl)tetrahydropyranols. Molecules 2000, 5, 245-251.

AMA Style

Götze L, Michalik M, Peseke K, Quincoces J, Reinke H. Heterocyclic Tricycles as Internal N-Glycosides from 2-Methyl-5-nitro-6-(2-nitrophenyl)-4-phenyl(2-furyl)tetrahydropyranols. Molecules. 2000; 5(3):245-251.

Chicago/Turabian Style

Götze, Lutz; Michalik, Manfred; Peseke, Klaus; Quincoces, José; Reinke, Helmut. 2000. "Heterocyclic Tricycles as Internal N-Glycosides from 2-Methyl-5-nitro-6-(2-nitrophenyl)-4-phenyl(2-furyl)tetrahydropyranols." Molecules 5, no. 3: 245-251.

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