ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Reactions with Aziridines (Aziranes), 29. N-Acylated or N-Sulfonated Esters of 2-Aminoethylphosphonic Acid by Means of Base Catalyzed Amidoethylation of Diesters of Phosphoric Acid with Activated AziridinesThe sodium salts 2 of diesters of phosphoric acid 1 are amidoethylated at phosphorus with N-acylaziridines 3 or N-sulfonylaziridines 13 under proper reaction conditions at room temperature. In this manner a broad variation of N-acylated or N-sulfonated esters of 2-aminoethylphosphonic acids (5a-u, 15a-i) are obtained, mostly in good yields. 2-Methylated 2-aminoethyl-phosphonic esters are formed selectively in two cases by reaction of 2-methylated activated aziridines.
Notes:
In Form ihrer Natriumsalze 2 lassen sich Phosphorigsäurediester 1 bei Raumtemperatur unter geeigneten Bedingungen mit N-Acylaziridinen 3 oder N-Sulfonylaziridinen 13 am Phosphoratom amidoethylieren. So werden N-acylierte oder N-sulfonierte 2-Aminoethylphosphonsäureester (5a-u, 15a-i) in großer Variationsbreite mit meist guten Ausbeuten erhalten. Ringmethylierte Aziridine führen dabei in zwei Fällen selektiv zu 2-methylierten 2-Aminoethylphosphonsäureestern.
Additional Material:
8 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19831160821
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