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• W2100102664 abstract "Inhaltsübersicht. Diphenylphosphin und rac-Cyclophosphamid (ClCH2CH2)2NP(O)N(H)(CH2)3O (1) reagieren in Gegenwart von n-Butyllithium zu einem Zwischenprodukt, das mit Wasser das diphenylphosphinsubstituierte Cyclophosphamid, (Ph2PCH2CH2)2NP(O)N(H)(CH2)3O, (2) bildet. Metallierung von 2 mit n-BuLi am N(3)-Atom und Umsetzung mit D2O führt zum N(3)-Deuteroderivat 2a. Mit H2O2 reagiert 2 zur all-Phosphinoxid Verbindung, [Ph2P(O)CH2CH2]2NP(O)N(H)(CH2)3O, (4), die mit 0,5 Mol Wasser auskristallisiert und von der zur Charakterisierung des H-Bückenbindungssystems eine Röntgenstrukturanalyse angefertigt wurde. Die NMR-Spektren (1H, 13C, 31P, 14N) weisen 2–4 als dynamische Moleküle aus. Chemistry of Polyfunctional Molecules. 101. Synthesis of a Diphenylphosphinesubstituted Cyclophosphamide and the X-ray Diffraction of its Oxidation Product Diphenylphosphine and rac-cyclophosphamide, (ClCH2CH2)2NP(O)N(H)(CH2)3O, (1) react in the presence of n-BuLi to an intermediate which hydrolyses to the diphenylphosphine substituted Cyclophosphamide, (Ph2PCH3CH2)2NP(O)N(H)(CH2)3O, (2). Metallation of 2 with n-BuLi at the N(3) atom, followed by treatment with D2O yields the N(3)-deuterated derivative 2a. With H2O2 2 forms the all-phosphine-oxide compound, [Ph2P(O)CH2CH2]2NP(O)N(H)(CH2)3O, (4), which crystallizes with 0.5 mole of water. In order to characterize the H-bridge bonding system a X-ray structure analysis of 4 was carried out. The NMR-Spectra (1H, 13C, 31P, 14N) indicate 2–4 as dynamic molecules." @default.
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• W2100102664 date "1989-07-01" @default.
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• W2100102664 title "Chemie polyfunktioneller Moleküle. 101 [1]: Synthese eines Diphenylphosphin-substituierten Cyclophosphamide und Röntgenstrukturanalyse seines Oxidations-produkts" @default.
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• W2100102664 doi "https://doi.org/10.1002/zaac.655740104" @default.
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