Abstract:
The heterocyclization reaction on thiosemicarbazones having the D-galacto, D-gluco and D-manno configuration was studied. We applied two different acetylating conditions, and the reaction products obtained were identified, spectroscopically characterized, and conformationally analyzed. Using experimental data, we discuss a possible mechanistic pathway for heterocyclization and evaluate the influence of several factors, including starting material configuration, pH of reaction medium, and reaction time. (C) 2000 Elsevier Science Ltd.
Registro:
Documento: |
Artículo
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Título: | Behavior of free sugar thiosemicarbazones toward heterocyclization reactions |
Autor: | Martins Alho, M.A.; D'Accorso, N.B. |
Filiación: | CIHIDECAR (CONICET)-Departamento De Química Orgánica, Facultad De Ciencias Exactas Y Naturales, Universidad De Buenos Aires, CP 1428, Buenos Aires, Argentina
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Palabras clave: | Acetylation; Heterocyclization; pH influence; Sugar thiadiazolines; Sugar thiosemicarbazones; carbohydrate derivative; thiosemicarbazone derivative; acetylation; article; cyclization; pH; priority journal; reaction analysis; reaction time; structure activity relation; structure analysis; Acetylation; Antitubercular Agents; Carbon Isotopes; Heterocyclic Compounds; Magnetic Resonance Spectroscopy; Molecular Conformation; Protons; Stereoisomerism; Support, Non-U.S. Gov't; Thiosemicarbazones |
Año: | 2000
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Volumen: | 328
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Número: | 4
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Página de inicio: | 481
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Página de fin: | 488
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DOI: |
http://dx.doi.org/10.1016/S0008-6215(00)00127-0 |
Título revista: | Carbohydrate Research
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Título revista abreviado: | Carbohydr. Res.
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ISSN: | 00086215
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CODEN: | CRBRA
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CAS: | Antitubercular Agents; Carbon Isotopes; Heterocyclic Compounds; Protons; Thiosemicarbazones
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v328_n4_p481_MartinsAlho |
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Citas:
---------- APA ----------
Martins Alho, M.A. & D'Accorso, N.B.
(2000)
. Behavior of free sugar thiosemicarbazones toward heterocyclization reactions. Carbohydrate Research, 328(4), 481-488.
http://dx.doi.org/10.1016/S0008-6215(00)00127-0---------- CHICAGO ----------
Martins Alho, M.A., D'Accorso, N.B.
"Behavior of free sugar thiosemicarbazones toward heterocyclization reactions"
. Carbohydrate Research 328, no. 4
(2000) : 481-488.
http://dx.doi.org/10.1016/S0008-6215(00)00127-0---------- MLA ----------
Martins Alho, M.A., D'Accorso, N.B.
"Behavior of free sugar thiosemicarbazones toward heterocyclization reactions"
. Carbohydrate Research, vol. 328, no. 4, 2000, pp. 481-488.
http://dx.doi.org/10.1016/S0008-6215(00)00127-0---------- VANCOUVER ----------
Martins Alho, M.A., D'Accorso, N.B. Behavior of free sugar thiosemicarbazones toward heterocyclization reactions. Carbohydr. Res. 2000;328(4):481-488.
http://dx.doi.org/10.1016/S0008-6215(00)00127-0