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Houben-Weyl Methods in Organic Chemistry: B. Synthesis of by Houben J., Weyl T.

By Houben J., Weyl T.

Methoden der Organischen Chemie (Methods of natural Chemistry, known as Houben-Weyl) is a customary reference paintings for chemists engaged in natural synthesis. In volumes on compound sessions, together with all Supplemental volumes, preparative equipment are handled comprehensively and significantly. Tables of examples examine crucial tools and express their scope. distinct experimental methods are given for the simplest tools. The reactivity and additional reactions of every compound category also are provided. The vast use of formulation schemes help in making the German-language volumes extra quite simply comprehensible to non-German readers.

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Houben-Weyl Methods in Organic Chemistry: B. Synthesis of Fluorinated Compounds

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Extra info for Houben-Weyl Methods in Organic Chemistry: B. Synthesis of Fluorinated Compounds

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28, 57 (1985). 13. Y. F. Shealy, J. L. Frye, C. A. O'Dell, M. C Thorpe, M. C. Kirk, W. C. , and M. B. Sporn, /. Pharm. , 73,745 (1984). 14. C. Gandolfi, R. Pellegata, R. Caserani, and M. M. Usardi, U. S. Patent 4,035,415 via Chem. ,85:7,748n(1976). 15. J. M. Muchowski and J. H. Fried, U. S. Patent, 3,985,791 (1979) via Chem. , 92: 146,339p(1980). 16. P. W. Collins, E. Z. Dajani, R. Pappo, A. F. Gasiecki, R. G. Bianchi, and E. M. Woods, J. Med. , 26, 786 (1983). 17. H. Suga, Y. Konishi, H. Wakatsuka, H.

Subsequently, cisplatin was tested in tumor systems also and found to be active. These observations subsequently held up in the clinic but despite marked antitumor activity serious side effects such as kidney damage, damage to the intestinal mucosa, immunosuppression, mutagenicity, and bone marrow depletion, lead to the search for second generation agents. The molecular mode of action of cisplatin and its analogues appears to be cross linking of DNA bases on the same strand rather like some bifunctional alkylating agents.

Reductive alkylation with benzaldehyde and hydrogen resulted in the formation of the N-benzyl derivative 6. Alkylation of the secondary amine 6 with bromoketone 7, followed by reduction (Pd/Pt/hydrogen) of the ketone group in 8 gives the alcohol 9. The relative remoteness of the ketone linkage from the chiral center leads to the formation of both diastereomers in a 1:1 mixture. The resulting diastereomers are separated by fractional crystallization. Removal of the benzyl substituents by means of catalytic reduction affords the secondary amine 10.

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