Oxidative ring‐opening of  rel ‐(2 R ,3 R ,5 S )‐5‐aryl‐2‐benzoylamino‐6,7‐bis(methoxycarbonyl)‐2,3‐dihydro‐1‐oxo‐3‐phenyl‐1 H ,5 H ‐pyrazolo[1,2‐ a ]‐pyrazoles. Synthesis of  rel ‐(2 R ,3 R )‐3‐phenyl‐3‐[5‐aryl‐3,4‐bis(methoxycarbonyl)pyrazolyl‐1]alanine esters | Zendy

Prešeren Andrej | Zendy; Svete Jurij | Zendy; Stanovnik Branko | Zendy

Premium

Oxidative ring‐opening of rel ‐(2 R ,3 R ,5 S )‐5‐aryl‐2‐benzoylamino‐6,7‐bis(methoxycarbonyl)‐2,3‐dihydro‐1‐oxo‐3‐phenyl‐1 H ,5 H ‐pyrazolo[1,2‐ a ]‐pyrazoles. Synthesis of rel ‐(2 R ,3 R )‐3‐phenyl‐3‐[5‐aryl‐3,4‐bis(methoxycarbonyl)pyrazolyl‐1]alanine esters

Author(s) -

Prešeren Andrej,

Svete Jurij,

Stanovnik Branko

Publication year - 1999

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570360337

Subject(s) - chemistry , dimethyl acetylenedicarboxylate , aryl , ring (chemistry) , bromine , cycloaddition , medicinal chemistry , stereochemistry , oxidative phosphorylation , catalysis , organic chemistry , biochemistry , alkyl

rel ‐(2 R ,3 R )‐ N ‐Benzoylamino‐6,7‐bis(methoxycarbonyl)‐2,3‐dihydro‐1‐oxo‐1 H ,5 H ‐pyrazolot[1,2‐ a ]‐pyrazoles 5 , accesible by cycloaddition of dimethyl acetylenedicarboxylate ( 3 ) to (1Z)‐ rel ‐(4 R ,5 R )‐1‐aryl‐methylidene‐4‐benzoylamino‐5‐phenyl‐3‐pyrazolidinone‐1‐azomethine imines 4 , undergo oxidative ring cleavage with methanolic bromine giving rel ‐(2 R ,3 R )‐ N ‐benzoyl‐3‐phenyl‐3‐[5‐aryl‐3,4‐bis(methoxy‐carbonyl)pyrazolyl‐1]alanine methyl esters 6 as products.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research