196497-40-2

Upstream product

• 93625-24-2 6-O-benzyl-4,8-dioxaundecane-1,10-dien-6-ol 
• 132735-04-7 glycerol-α,α'-diallyl ether 

Downstream Products

• 338459-05-5 10-O-benzyl-4,8,12,16-tetraoxanonadecane-1,18-diene-6,10,14-triol 
• 338458-76-7 10-O-benzyl-1,2:18,19-di-O-isopropylidene-4,8,12,16-tetraoxanonadecane-1,2,6,10,14,18,19-heptaol 
• 338459-07-7 2,6,10-tri-O-benzyl-4,8-dioxaundecane-1,2,6,10,11-pentaol 
• 338459-06-6 6,10,14-tri-O-benzyl-4,8,12,16-tetraoxanonadecane-1,18-diene-6,10,14-triol 
• 338459-13-5 3,7,11,15,19-penta-O-benzyl-1,5,9,13,17-pentaoxacycloicosane-3,7,11,15,19-pentaol 

Relevant academic research and scientific papers

Original synthesis of linear, branched and cyclic oligoglycerol standards

A variety of authentic standards of linear, branched and cyclic oligomers of glycerol, with well-defined structures and degrees of polymerisation from 2 to 5, have been efficiently synthesised. Linear oligomers were obtained by means of a convergent approach based on regioselective opening of bis(epoxides) with solketal; branched compounds were synthesised using oxidative cleavage of the corresponding anhydrohexitols as the key step. A 6-exo-trig halocyclisation reaction involving heteroatom-tethered unsaturated alcohols permitted an efficient synthesis of the precursors of selected cyclic dimers; larger cyclic oligomers were prepared by two one-pot Williamson reactions using a ditriflate derived from diglycerol. All these methodologies permitted further scaling up.

Nucleophilic opening of bis-epoxides: A new access to symmetrically functionalised macrocycles

A series of polyhydroxylated symmetrical macrocycles has been prepared in satisfactory yield by 1:1 condensation of several bis-epoxides with various bis-nucleophiles. Preliminary results are reported, which illustrate the synthesis of crown ethers and oxa-azacrown and oxa-thiacrown compounds. (C) 2000 Elsevier Science Ltd.