Structure-sweetness relationships for fructose analogs. Part I. Synthesis and evaluation of sweetness of 5-deoxy-D-threo-hexulose

…, SL Korppi-Tommola, WA Szarek

Index: Martin, Olivier R.; Korppi-Tommola, Sirkka-Liisa; Szarek, Walter A. Canadian Journal of Chemistry, 1982 , vol. 60, p. 1857 - 1862

Full Text: HTML

Citation Number: 23

Abstract

5-Deoxy-d-threo-hexulose (" 5-deoxyfructose"," 5-deoxysorbose") has been prepared in six steps from d-fructose. The reaction of 2, 3-O-isopropylidene-β-d-fructopyranose with sulfuryl chloride afforded exclusively 5-chloro-5-deoxy-2, 3-O-isopropylidene-α-l-sorbopyranose in the key step." 5-Deoxyfructose" exists only in the 2 C 5 (d) pyranoid form in solution, and was found to be much sweeter than l-sorbose and nearly as sweet as d-fructose. Comments on ...

Related Articles:

Lipase-catalyzed esterification of steric hindered fructose derivative by continuous flow and batch conditions

[Sutili, Felipe K.; Ruela, Halliny S.; Leite, Selma G.F.; Miranda, Leandro S. De M.; Leal, Ivana C.R.; De Souza, Rodrigo O.M.A. Journal of Molecular Catalysis B: Enzymatic, 2013 , vol. 85-86, p. 37 - 42]

Synthesis of β-lactams from sugar vinyl ethers and isocyanates

[Tetrahedron Letters, , vol. 30, # 38 p. 5171 - 5172]

Synthesis and biological evaluation of some 6-substituted purines

[Braga, Fernanda Gambogi; Coimbra, Elaine Soares; de Oliveira Matos, Magnum; Lino Carmo, Arturene Maria; Cancio, Marisa Damato; da Silva, Adilson David European Journal of Medicinal Chemistry, 2007 , vol. 42, # 4 p. 530 - 537]

A novel, mild, and practical regeneration of alcohols from their allylic ethers by NBS/H2O

[Journal of Organic Chemistry, , vol. 59, # 25 p. 7928 - 7929]

Inhibition of the D-fructose transporter protein GLUT5 by fused-ring glyco-1, 3-oxazolidin-2-thiones and-oxazolidin-2-ones

[Girniene, Jolanta; Tatibouet, Arnaud; Sackus, Algirdas; Yang, Jing; Holman, Geoffrey D.; Rollin, Patrick Carbohydrate Research, 2003 , vol. 338, # 8 p. 711 - 719]

More Articles...