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• W2003278512 abstract "Abstract Prolonged treatment of 2′-(sodium β- d -glucopyranosyluronate)isonicotinohydrazide with acetic anhydride in the presence of pyridine at room temperature for ∼110 h gave 2,3,4-tri- O -acetyl- N -(diacetylamino)-β- d -glucopyranurono-1,6-lactam ( 2 ), a novel d -glucorono-6,1-lactam derivative. Its conformation in solution, examined by 1 H- and 13 C-n.m.r. and compared with the crystal structure, corresponds to a fairly rigid ring system, the pyranose ring adopting a near B O,3 ( d ) boat form in solution and a distorted 1 C 4 ( d ) chair conformation in the crystalline state. The closely related 2,3,4-tri- O -acetyl-β- d -glucopyranurono-6,1-lactone ( 4 ) and 2,3,4-tri- O -acetyl-1,6-anhydro-β- d -glucose ( 3 ) take the distorted 1 C 4 ( d ) chair conformation, both in solution and in crystal form. Based on the crystal structure data of 4 , the parameters of the Karplus-type equation, which relates vicinal-coupling constants with dihedral angles, were determined for 2 , 3 , and 4 ." @default.
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• W2003278512 date "1982-08-01" @default.
• W2003278512 modified "2023-09-27" @default.
• W2003278512 title "Synthesis, characterization, and conformation in solution of a novel d-glucurono-6,1-lactam derivative" @default.
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• W2003278512 doi "https://doi.org/10.1016/s0008-6215(00)81072-1" @default.
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