Novel synthesis of N(4)-substituted 1,4-benzodiazepine-2,5-diones using poly(ethylene glycol) as soluble polymer support.
An efficient method for the liquid-phase combinatorial synthesis of N4-substituted 1,4-benzodiazepine-2,5-diones has been developed. Poly(ethylene glycol) (PEG) stepwise reacted with bromoacetyl bromide, a primary amine and 2-azidobenzoic acid to give a potential PEG-bound dipeptide, which was reduced by NaI / acetic acid, along with concurrent cyclization and cleavage of the seven-membered heterocycle from the PEG support.
Rao
Zhen
Z
Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University, Faculty of Chemistry and Chemical Engineering, Hubei University, Wuhan, Hubei, PR China.
Peng
Hongdan
H
Yang
Guichun
G
Chen
Zuxing
Z
D001569:Benzodiazepines / Q000138:chemical synthesis* / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D011092:Polyethylene Glycols / Q000737:chemistry*; D012995:Solubility
D001569:Benzodiazepines; D011092:Polyethylene Glycols; C468549:Bz-423; D009584:Nitrogen