Reference

Intensification of sweetness

Intensification of sweetness. Hough, Les; Khan, Riaz (Chem. Dep., Queen Elizabeth Coll., London, Engl.). Trends Biochem. Sci. (Pers. Ed.), 3(3), 61-3 (English) 1978. CODEN: TBSCDB. ISSN: 0376-5067. DOCUMENT TYPE: Journal CA Section: 3 (Biochemical Interactions) Replacement of hydroxyl groups in sucrose [57-50-1] and galactosucrose [13322-96-8] with chlorine atoms yielded several derivs. that were sweeter than sucrose, with 1',4,6'-trichloro-galacto-sucrose (I) [56038-13-2] being 2000-fold sweeter. The relation of structure to sweetness of these mols. was discussed, including the effects of chloro substituents on lipophilicity and binding to the taste receptor.

4'-Halo-substituted sucrose derivatives

4'-Halo-substituted sucrose derivatives. Lee, Cheang K. (Tate and Lyle PLC, UK).Several substances are used for example 86172-33-0 and 86172-41-0 which are their cas registry numbers. U.S. US 4405654 A 20 Sep 1983, 15 pp. Cont.-in-part of U.S. Ser. No. 315,479, abandoned. (English). (United States of America). CODEN: USXXAM. CLASS: IC: A23G003-30; A23L001-236; A61K007-16; C07H005-02. NCL: 426658000. APPLICATION: US 82-371995 26 Apr 1982. PRIORITY: GB 80-34666 28 Oct 1980; GB 81-25621 21 Aug 1981; US 81-315479 27 Oct 1981. DOCUMENT TYPE: Patent CA Section: 17 (Food and Feed Chemistry) Compds. of general formula I, where R1 and R2 are H, OH, or halogen, R3 and R4 are OH or halogen, with at least 1 of R1, R2, and R3 being a halogen, may be used as sweetening agents for food. Thus, 4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose (II) [56038-13-2] was reacted with tert-butyldiphenylsilyl chloride [58479-61-1] to form II 6-tert-butyldiphenylsilyl ether [82919-99-1]. The latter was reacted with Ph3P to form the 3',4'-lyxoepoxide which was then acetylated to form II 3',4'-lyxoepoxide triacetate [82920-02-3]. The latter was brominated and deacetylated to form 4'-bromo-4,1',6'-trichloro-4,4',1',6'-tetradeoxygalactosucrose [86172-31-8]. This compd. was used as a soft drink sweetening agent. .