89064-74-4Relevant articles and documents
Synthesis of β-C-Glycopyranosyl Aldehydes and 2,6-Anhydro-heptitols
Khatri, Vinod,Kumar, Amit,Singh, Balram,Malhotra, Shashwat,Prasad, Ashok K.
, p. 11169 - 11174 (2015)
A convenient route has been developed for the diastereoselective synthesis of β-C-glycopyranosyl aldehydes from d-glucose, d-mannose, and d-galactose. The key step in the synthesis of C-glycosyl aldehydes is the aryl driven reductive dehydration on 1-phen
Stereo- And regioselective hydroboration of 1-exo-methylene pyranoses: Discovery of aryltriazolylmethyl C-galactopyranosides as selective galectin-1 inhibitors
Dahlqvist, Alexander,Furevi, Axel,Warlin, Niklas,Leffler, Hakon,Nilsson, Ulf J.
, p. 1046 - 1060 (2019/06/08)
Galectins are carbohydrate recognition proteins that bind carbohydrates containing galactose and are involved in cell signaling and cellular interactions, involving them in several diseases. We present the synthesis of (aryltriazolyl)methyl galactopyranos
TOLL-LIKE RECEPTOR 9 AGONISTS
-
Page/Page column 43, (2009/02/10)
The present invention provides TLR9 agonists comprising, as an active ingredient, a compound represented by formula (I): (wherein a represents 0 or 1; n represents an integer of 0 to 2; m represents an integer of 0 to 5; X1 and X2 each independently represent a hydrogen atom or hydroxy; Y represents an oxygen atom or a sulfur atom; -Q1-represents -O- or the like; -Q2- represents -O- or the like; -Z- represents -O- or the like; R1, R3 and R4 each independently represent hydroxy or the like; R2 and R5 each independently represent a hydrogen atom, hydroxy or the like; and A represents 6-aminopurin-9-yl or the like) or a pharmaceutically acceptable salt thereof, and the like.
Novel synthesis of oligosaccharides linked with carbamate and urea bonds utilizing modified Curtius rearrangement
Sawada, Daisuke,Sasayama, Shinya,Takahashi, Hideyo,Ikegami, Shiro
, p. 8780 - 8788 (2008/12/23)
We describe a novel synthesis of various carbamate- and urea-linked disaccharides stereospecifically using sugar carboxylic acids and sugar alcohols or sugar amines by the modified Curtius rearrangement. In this reaction, the reactivity of each hydroxyl g
Deoxy-nitrosugars. Stereoelectronic Control in the Reductive Denitration of Tertiary Nitro Ethers. A Synthesis of 'C-Glycosides'
Baumberger, Franz,Vasella, Andrea
, p. 2210 - 2222 (2007/10/02)
The separate, radical denitration with Bu3SnH of the pyranose derivatives 3, 4, 9, and 10 gave in good yields exclusively the 'C-glycosides' 5 and 11, respectively (Scheme 1).Similar reduction of the cylohexyl derivatives 15, 16, 19 and 20 gave 4:1 mixtures of 17, 18, 21 and 22, respectively, always with predominant formation of an axial C,H-bond.In the furanose series a divergent behaviour was observed for the D-mannose-derived nitro ethers 25 and 27 and the D-ribose-derived nitro ethers 30 and 31, respectively, in that the former two gave isomerically homogeneous reduction products (26 and 28, respectively; Scheme 3) and the latter a 1:1 mixture of the diastereoisomers 32 and 33 (Scheme 4).The stereochemical results were explained on the basis of the stereoelectronic effect of the ring O-atom, the preferred conformation of the intermediate, pyramidal alkoxyalkyl radicals and steric effects in the trioxabicyclooctane ring system.
