110330-98-8Relevant academic research and scientific papers
Synthesis of Previously Inaccessible Derivatives of 1,4,7-Tri-R-1,4,7-Triazacyclononane, Including Chiral Examples, and a Rapid Synthesis of the HCl Salts of H3tacn and H4dtne
Pickel, Thomas C.,Karahalis, Gregory J.,Buru, Cassandra T.,Bacsa, John,Scarborough, Christopher C.
, p. 6876 - 6889 (2018)
The synthesis of 1,4-di-tert-butyl-7-R-1,4,7-triazacyclononane (tBu2Rtacn) derivatives through a “crab-like” cyclization is reported. The tert-butyl groups were cleavable with concentrated hydrochloric acid, allowing for a facile and convenient synthesis of the HCl salt of H3tacn and the most direct route to its industrially relevant binucleating N-ethylene bridged derivative, H4dtne. In addition, the synthesis of chiral tacn derivatives with both one and two stereocenters in non-annulet, alpha-N positions is reported.
An Efficient Synthesis of N,N,N-Substituted 1,4,7-Triazacyclononane
Huang, Yong,Liu, Yajing,Liu, Song,Wu, Renbo,Wu, Zehui
, p. 1546 - 1551 (2018)
A new and efficient synthetic approach is reported for various N,N,N-substituted 1,4,7-triazacyclononanes (TACN) in moderate to excellent yields, with optimization of the reaction sequences and conditions of the intermediate 1,4,7-tribenzyl-1,4,7-triazonane-2,6-dione reduction with LiAlH4, removal of benzyl with Pd/C, and alkylation reactions. This reaction scheme provides a convenient and flexible method to prepare various N,N,N-substituted TACN derivatives.
