2006
DOI: 10.1016/j.tet.2006.04.099
|View full text |Cite
|
Sign up to set email alerts
|

Stereochemistry of the intermediates in the synthesis of 1,4,7,10-tetraazacyclododecane from triethylenetetramine, glyoxal and diethyl oxalate

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
2
1

Citation Types

0
3
0

Year Published

2007
2007
2024
2024

Publication Types

Select...
7
1

Relationship

0
8

Authors

Journals

citations
Cited by 11 publications
(5 citation statements)
references
References 20 publications
0
3
0
Order By: Relevance
“…39 Analogous compounds have also been used for the preparation of aza-ligands 40 or azacyclododecane derivatives. 41 treatment of anorexia, 38 cancer, 39 and fibrotic disorders, 42 and can also serve as integrin-mediated cell adhesion inhibitors. 36 The stereoselective synthesis of different bicyclic nitrogenous heterocycles utilizing iminium salts has been described several times.…”
Section: ■ Introductionmentioning
confidence: 99%
See 1 more Smart Citation
“…39 Analogous compounds have also been used for the preparation of aza-ligands 40 or azacyclododecane derivatives. 41 treatment of anorexia, 38 cancer, 39 and fibrotic disorders, 42 and can also serve as integrin-mediated cell adhesion inhibitors. 36 The stereoselective synthesis of different bicyclic nitrogenous heterocycles utilizing iminium salts has been described several times.…”
Section: ■ Introductionmentioning
confidence: 99%
“…The synthesis of hexahydroimidazo[1,2- a ]pyrazin-6(5 H )-ones IV and their closely related compounds has been reported many times, in solution and on solid phase . Analogous compounds have also been used for the preparation of aza-ligands or azacyclododecane derivatives . Derivatives of imidazolopyrazine IV have intriguing biological properties; they can be used for the treatment of anorexia, cancer, and fibrotic disorders, and can also serve as integrin-mediated cell adhesion inhibitors…”
Section: Introductionmentioning
confidence: 99%
“…However, this synthetic approach for macrocyclic [23] HN NH H N 1,4,7-triaza cycloundecane 1,4,7-TACUD ( [11]aneN 3 ) 60563-32-8 C 8 H 19 N 3 [24] HN HN H N 1,4,7-triaza cyclododecane 1,4,7-TACDD ( [12]aneN 3 ) 23635-83-8 C 9 H 21 N 3 [24] HN NH H N polyamine formation yields low amounts of the desired product and exhibits only a total yield of merely 24% over the three-step process, the resulting salt formed between four molecules of hydrogen chloride and 1,4,7,10-TACDD demonstrates excellent stability against oxidation by air and can be stored for extended periods. Argese et al [46] discovered that various isomers of bis-aminals possessing distinct structures could be generated via the reaction between triethylenetetramine 3 and glyoxal. However, the subsequent steps involving amination, reduction and hydrolysis reactions still fail to provide satisfactory yields.…”
Section: Synthesis Of Macrocyclic Polyaminesmentioning
confidence: 99%
“…Argese et al . [ 46 ] discovered that various isomers of bis-aminals possessing distinct structures could be generated via the reaction between triethylenetetramine 3 and glyoxal. However, the subsequent steps involving amination, reduction and hydrolysis reactions still fail to provide satisfactory yields.…”
Section: Synthesis Of Macrocyclic Polyaminesmentioning
confidence: 99%
“…In continuation of this study, Italian research group headed by M. Argese proposed [ 26 ] a synthetic route to octahydrotetraazacyclopenta[ f,g ]acenaphthalene-1,2(3,4)-diones. A mixture of triazatricyclanes 43-46 was converted to isomeric diketones 47-50 by treatment with diethyl oxalate in EtOH at room temperature.…”
Section: Tetracyclic Saturated Nitrogen-containing Compoundsmentioning
confidence: 99%