141778-93-0Relevant articles and documents
Oxadiazole derivative containing heterocyclic side chain, synthesis method and application thereof
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Paragraph 0106; 0107; 0111; 0112, (2019/08/30)
The invention discloses an oxadiazole derivative containing a heterocyclic side chain, a synthesis method and an application thereof. The structure of the oxadiazole derivative is represented by a general formula I, wherein each substituent is as defined in the specification and the claims. The compound has relatively strong IDO inhibitory activity, has relatively good drug absorption potential, and has good development prospect.
Routes to novel mono- and bis-tetrazole compounds: Synthesis, spectroscopic and structural characterization
Boland, Yves,Safin, Damir A.,Tinant, Bernard,Babashkina, Maria G.,Marchand-Brynaert, Jacqueline,Garcia, Yann
, p. 1174 - 1179 (2013/06/27)
Relatively easy-to-run synthetic routes to new mono- [1-(2-(4,5-dihydro-1H- imidazol-1-yl)ethyl)-1H-tetrazole (1) and 3-(2-(1H-tetrazol-1-yl)ethyl) oxazolidin-2-one (13)], and bis-tetrazole [N,N-bis(2-(1H-tetrazol-1-yl)ethyl) formamide (2), bis(2-(1H-tetrazol-1-yl)ethyl)amine (3), N-(2-(1H-tetrazol-1-yl) ethyl)-N-(2-(2-(1H-tetrazol-1-yl)ethylamino)ethyl)formamide (5), N 1,N2-bis(2-(1H-tetrazol-1-yl)ethyl)ethane-1,2-diamine (6), N,N′-(2,2′-azanediylbis(ethane-2,1-diyl))bis(N-(2-(1H-tetrazol-1- yl)ethyl)formamide) (8) and N1-(2-(1H-tetrazol-1-yl)ethyl)-N 2-(2-(2-(1H-tetrazol-1-yl)ethylamino)ethyl)ethane-1,2-diamine (9)] ligands have been developed. 2 (whose crystal structure is described), 3, 5, 6, 8 and 9 are of particular interest as precursors for further functionalization due to the aldehyde and secondary amine functions, while 2, 5, 8 and 13 are potential synthons for the formation of ditopic ligands for metal-organic framework construction. Unexpected instability of Boc under basic and nucleophilic conditions at high temperature followed by fragmentation of tert-butyl 2-chloroethyl(2-(2-chloroethylamino)ethyl)carbamate (14) and tert-butyl 2,2′-azanediylbis(ethane-2,1-diyl)bis(2-chloroethylcarbamate) (15) afforded 13, whose crystal structure is presented.