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Synthesis of Two New Maytansinoid Model Compounds from Carbohydrate Precursors
Titel:
Synthesis of Two New Maytansinoid Model Compounds from Carbohydrate Precursors
Auteur:
Goodwin, Thomas E. Cousins, Kimberley R. Crane, Heidi M. Eason, Phyllis O. Freyaldenhoven, Timothy E. Harmon, Charles C. King, Brock K. LaRocca, Christine D. Lile, Robert L. Orlicek, Shari G. Pelton, Ronald W. Shedd, Omer L. Swanson, John S. Thompson, Joseph W.
Verschenen in:
Journal of carbohydrate chemistry
Paginering:
Jaargang 17 (1998) nr. 3 pagina's 323-339
Jaar:
1998-04-01
Inhoud:
Maytansine (1) is a macrocyclic natural product with significant anti-cancer activity. A derivative (4) of D-glucal is converted to a model compound (10) for the lower periphery of the maytansinoid ring via alkylation at C-6 using an allylic sulfide anion, followed by oxidation to the sulfoxide and [2,3]-sigmatropic rearrangement to the sulfenate ester. In addition, a method is disclosed for conversion of D-arabinose to a chiron (18) for a portion of the upper periphery of the maytansinoids.
Uitgever:
Taylor & Francis
Bronbestand:
Elektronische Wetenschappelijke Tijdschriften
Details van artikel 215 van 252 gevonden artikelen