141436-52-4Relevant academic research and scientific papers
Radical cyclisation of hept-1-enitols
Redlich, Hartmut,Sudau, Wolfgang,Szardenings, Anna Katrin,Vollerthun, Roland
, p. 57 - 78 (2007/10/02)
7-Deoxy-7-iodohept-1-enitols react intramolecularly to give 5-carba analogues of pyranoses (pseudo sugars) by the action of tributyltin hydride, which generates a radical at C-7.The configuration at the new chiral centre depends on the relative orientatio
SYNTHESIS OF SOME DERIVATIVES OF PSEUDO-α-GALACTOPYRANOSE
Ogawa, Seiichiro,Shibata, Yasushi,Miyazawa, Keiko,Toyokumi, Tatsushi,Iida, Tatsuo,Suami, Tetsuo
, p. 53 - 62 (2007/10/02)
Isopropylidenation of DL-(1,2/3,4,5)-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol (1) with 2,2-dimethoxypropane in N,N-dimethylformamide in the presence of toluene-p-sulfonic acid gave the 1,2:3,4-, 1,2:4,7-, and 2,3:4,7-di-O-isopropylidene derivatives.Several C-7 substituted derivatives of 1 of biological interest have been prepared by nucleophilic displacement reactions of the tosylate derived from the most readily avaible 1,2:3,4-di-O-isopropylidene derivative 3.Condensation of 3 with 2,3,4,6-tera-O-acetyl-α-D-glucopyranosyl bromide gave diastereoisomeric products, which were converted into 7-O-(β-D-glucopyranosyl)-pseudo-α-D- (26A) and -L-galactopyranose (26B), the structures of which were confirmed by degradation of the octa-acetate of 26A, yielding the know pseudo-α-D-galactopyranose penta-acetate.
Pseudo-sugars. VII. Synthesis of Pseudo-hexopyranose Derivatives with α- and β-Gluco Configurations
Ogawa, Seiichiro,Toyokuni, Tatsushi,Kondoh, Takashi,Hattori, Yoshihisa,Iwasaki, Shinichi,et al.
, p. 2739 - 2746 (2007/10/02)
Several derivatives of pseudo-hexopyranose (5-hydroxymethyl-1,2,3,4-cyclohexanetetrol) with α-gluco, (1,2,4/3,5), and β-gluco, (1,3,5/2,4), configurations were synthesized starting from the compounds obtained by cis-hydroxylation and oxyamination of DL-di
