Ethers of beta-cyclodextrin and a process for their preparation

Details Ethers of beta-cyclodextrin and a process for their preparation Ethers of beta-cyclodextrin and a process for their preparation

1984-12-14

1987-01-20

Griffin, Ronald W.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

536 46, C08B 3716

Patent

active

046380582

ABSTRACT:
The novel water-soluble compounds are the ethyl ether and the N,N-dialkyl(C.sub.1 to C.sub.4)aminoethyl ethers of .beta.-cyclodextrin (.beta.-CD).
The process for the preparation of these ethers is performed by reacting .beta.-CD with an etherifying agent in a basic liquid reaction medium. The reaction medium contains an alkali-metal hydroxide, water and at least one water-miscible organic solvent (for example, dimethoxyethane or isopropanol).

REFERENCES:
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Saenger, "Cyclodextrin-Einschlussverbindungen in Forschung und Industrie", Angew. Chem. 92, 343-361 (Verlag Chemie, Weinheim, DE, 1980); p. 354 is pertinent.
Croft and Bartsch, "Synthesis of Chemically Modified Cyclodextrins", Tetrahedron vol. 39, No. 9, pp. 1417 to 1474 (Pergamon Press, GB, 1983); pp. 1427 to 1434.
Casu et al., "Conformation of O-methylated Amylose and Cyclodextrins", Tetrahedron vol. 24, pp. 803 to 821 (Pergamon Press, GB, 1968), pp. 803 to 813.
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Weidenhoff et al., "Properties of Cyclodextrins, Part III, Cyclodextrin-Epichlorhydrin Resins: Preparation and Analysis", Die Starke, 21st year, No. 5, pp. 119 to 123 (1969); pp. 120-122.
Lammers et al., "Properties of Cyclodextrins, Part VI, Water Soluble Cyclodextrin-Derivatives, Preparation and Analysis", Die Starke, 23rd yr, No. 5, pp. 167 to 171 (1971).
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Szeijtle et al., "Synthesis and .sup.13 C-NMR Spectroscopy of Methylated .beta.-Cyclodextrins", Starch/Starke, 32rd yr, No. 5, pp. 165 to 169 (1980).
Szejtle et al., "Method for the Preparation of Tablets which Rapidly Disintegrate in an Aqueous Medium", published PCT application No. WO83/00809.
Chemical Abstracts, vol. 101, No. 16, Oct. 15, 1984, 101:132888j.

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