Improved synthesis of 6-deoxy analogs of cyclodextrins and amylose. Further interpretations of the proton magnetic resonance spectra of the peracetates of cyclodextrins and amylose was written by Takeo, Ken’ichi;Sumimoto, Tatsuo;Kuge, Takashi. And the article was included in Staerke in 1974.Synthetic Route of C42H63Br7O28 This article mentions the following:
Reaction of cyclohexa-, -hepta-, and octa-amyloses and amylose with MeSO2Br gave the 6-bromo-6-deoxy derivatives, which were converted with Ac2O into the 2,3-di-O-acetyl-6-bromo-6-deoxy derivatives Reductive debromination of the latter with NaBH4 in Me2SO gave the 2,3-di-O-acetyl-6-deoxy derivatives, which were deacetylated to give the6-deoxy derivatives The purity and structure of the prepared compounds were confirmed by identification of the methanolysis products by chromatog. and PMR spectra. The 6-deoxy derivatives of α-, β-, and γ-cyclodextrin and amylose were composed of 95, 97, 94, and 92% 6-deoxy-D-glucose, resp. The conformation of the 2,3-di-O-acetyl-6-bromo-6-deoxy and 2,3-di-O-acetyl-6-deoxy derivatives of the cyclodextrins and amylose was investigated by PMR spectroscopy. The chem. shift changes due to the modification at C-6 were studied for the Me protons of the ring and Ac group. In the experiment, the researchers used many compounds, for example, Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1Synthetic Route of C42H63Br7O28).
Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Synthetic Route of C42H63Br7O28
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary