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
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 , un...
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Veröffentlicht in: | Journal of heterocyclic chemistry 1999-05, Vol.36 (3), p.799-801 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | 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. |
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ISSN: | 0022-152X 1943-5193 |
DOI: | 10.1002/jhet.5570360337 |