Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1993-03-18
1997-01-28
Kight, John
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
536116, 536117, 536124, C07H 1500
Patent
active
055979068
ABSTRACT:
Carbon linked glycosyl compounds are disclosed and synthesized. The synthesis employs a blocked carbohydrate donor and a blocked glycosyl acceptor. The blocked carbohydrate donor includes an acid labile phosphite leaving group attached to the anomeric carbon. The blocked glycosyl acceptor includes an unprotected carbon susceptible to electrophilic attack. The reaction is initiated by the addition of a Lewis acid so as to activate the acid labile phosphite leaving group on the carbohydrate donor. The substitution reaction may be conducted at -78.degree. C. in a solvent which favors the formation of carbon linked glycosylation products.
REFERENCES:
patent: 4089606 (1978-05-01), Furuya et al.
Chemical Abstracts, vol. 67, No. 11, issued 1967, Komatsu et al, "Studies on the constituents of Swertia japonica. I. Structures of swertisin and isoswertisin", p. 5073, col. 1, abstract No. 53988t, Chem. Pharm. Bull. (Tokyo), 15(3), pp. 263-269 (1967)(Eng).
Chemical Abstracts, vol. 89, No. 19, issued 1978, Ghosal et al, "Differences in the chemical constituents of Mangifera indica, infected with Aspergillus niger . . . moniliformae", p. 312, col. 1, abstract No. 160297t, Phytochemistry 1978, 17(4), 689-94 (Eng).
Chemical Abstracts, vol. 93, No. 19, issued 1980, Eade et al, "C-Glycosylflavonoids. III. The synthesis of 5,7,4'-tri-O-methyl-vitexin (8-C-.beta.-D-glucopyranosyl-5,7,4'-trimethoxyflavone)" p. 703, col. 2, abst. No. 186723m, Aust. J. Chem. 1979, 32(11), 2483-93.
Chemical Abstracts, vol. 99, No. 11, issued 12 Sep. 1983, Stewart et al, "C-Glycosidation of pyridyl thioglycosides", p. 599, col. 2, abstract No. 88507y, Tetrahedron Lett. 1983, 24(27), 2715-18 (Eng).
Chemical Abstracts, vol. 103, No. 3, issued 22 Jul. 1985, Stewart et al, "C-Glycosidation of pyridyl thioglycosides", p. 610, col. 1, abstract No. 22859j, J. Am. Chem. Soc. 1985, 107(14), 4289-96 (Eng).
Chemical Abstracts, vol. 109, No. 5, issued 01 Aug. 1988, Schmidt et al, "Glycosyl imidates. 22. C-Glucosylarenes from O-.alpha.-D-glucosyl trichloroacetimidates. Structure . . . ", p. 643, col. 1, abstract No. 38080h, Carbohy. Res., 1987, 171, pp. 59-79 (Eng).
Kondo Hirosato
Wong Chi-Huey
Kight John
Lewis Donald G.
The Scripps Research Institute
White Everett
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