Synthesis of new triazamacrocycles N-functionalised with α-(S)- hydroxycarboxylic acid pendant-arms

Tetrahedron Letters

Volumn 40, Issue 27, 1999, Pages 4989-4992

  Delagrange, Samuel ^a   Nepveu, Françoise ^a  

^a UNIVERSITÉ PAUL SABATIER   (France)

Author keywords

hydroxy acids; Macrocycles; Polyazacycloalkanes; Regiospecificity

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; MACROCYCLIC COMPOUND; N,N',N''TRIS[2 HYDROXYBUTYRIC ACID] 1,4,7 TRIAZACYCLONONANE; N,N',N''TRIS[2 HYDROXYBUTYRIC ACID] 1,5,9 TRIAZACYCLODODECANE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CYCLIZATION; DRUG SYNTHESIS; ENANTIOMER; LIGAND BINDING; OXIDATION REDUCTION REACTION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0033516520     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00875-8     Document Type: Article

References (13)

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8. Until now, the regiospecificity of the reaction had only been testified by the chemical reactivity of compound 3 in selective reductions: Horn, Pretorius, J. Chem. Soc. 1954, 1460.
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10. 2:MeOH (95:5, v/v) to afford pure product as a pale yellow oil.
11. +).
12. 2: compound 8 or 9 was treated with an HCl solution (3 M, 7 ml) for 2 h at 100°C. Then, the solvent was evaporated and the salt formed washed several times with dry acetone under nitrogen to afford the product as a white hygroscopic solid (80% yield) which was stable when stored under nitrogen.
13. -]: 476.5. Found: 476.3.