ISSN:
0044-2313
Keywords:
Hydrostannation
;
ethyl 3-(triorganostannyl)-N-acetylalaninates
;
ethyl 3-(phenylhalogenostannyl)-N-acetylalaninates
;
X-ray, IR, NMR data
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Synthesis and Reactivity of 3-Triorganostannylsubstituted Alanine Derivatives. Crystal Structure of Ethyl 3-(diphenylchlorostannyl)-N-acetyl alaninateC-Stannylated alanine derivatives of the type R3SnCH2—CH(NHCOMe) COOEt (1-4) are synthesized by hydrostannation of ethyl N-acetyl-α, β-dehydroalaninate with triorganotin hydrides or by reaction of potassium triphenylstannide with ethyl N-acetyl-3-chloroalaninate, respectively. The halogenation of 1 yields the halostannylsubstituted compounds Ph3 - nXnSnCH2CH(NHCOMe)COOEt 5-7 (n = 1, 2; X = Cl, Br). IR, NMR data and the determination of the crystal structure of Ph2Sn(Cl)CH2—CH(NHCOMe)COOEt (5) reveal for 5-7 an intramolecular coordination of the amide-CO group at the tin atom.
Notes:
C-stannylierte Alaninderivate des Typs R3SnCH2—CH(NHCOMe) COOEt (1-4) werden durch Hydrostannierung von N-Acetyl-α, β-dehydroalaninethylester mit Triorganozinnhydriden oder durch Umsetzung von Kalium-triphenylstannid mit N-Acetyl-3-chloroalaninethylester dargestellt. Die Halogenierung von 1 liefert die halogenostannylsubstituierten Verbindungen Ph3 - nXnSnCH2CH(NHCOMe)COOEt 5-7 (n = 1, 2; X = Cl, Br). IR-, NMR-Daten und die Bestimmung der Kristallstruktur von Ph2Sn(Cl)CH2—CH(NHCOMe)COOEt (5) beweisen für 5-7 eine intramolekulare Koordination der Amid-CO-Gruppe an das Zinnatom.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/zaac.19916000121
