188346-46-5Relevant academic research and scientific papers
Cryptophycin compounds
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Page/Page column 47; 54, (2010/02/05)
The present invention provides cryptophycin compounds of Formula I that are useful in the treatment of neoplasms.
Catalytic regioselective sulfonylation of α-chelatable alcohols: Scope and mechanistic insight
Martinelli, Michael J.,Vaidyanathan, Rajappa,Pawlak, Joseph M.,Nayyar, Naresh K.,Dhokte, Ulhas P.,Doecke, Christopher W.,Zollars, Lisa M. H.,Moher, Eric D.,Khau, Vien Van,Kosmrlj, Berta
, p. 3578 - 3585 (2007/10/03)
This paper describes a convenient protocol for the regioselective sulfonylation of α-chelatable alcohols. Typically, the reaction of α-heterosubstituted alcohols with 1 equiv of p-TsCl and 1 equiv of Et3N in the presence of 2 mol % of Bu2SnO leads to rapid, regioselective, and exclusive monotosylation. The pKa of the amine was correlated to the reaction rate. A plausible mechanism for this reaction has been proposed on the basis of 119Sn NMR studies.
Pharmaceutical compounds
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, (2008/06/13)
The invention provides novel cryptophycin compounds which can be useful for disrupting the microtubulin system, as antineoplastic agents, antifungal, and for the treatment of cancer. The invention further provides a formulation for administering the novel cryptophycin compounds.
Process and novel intermediates
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, (2008/06/13)
PCT No. PCT/US97/15669 Sec. 371 Date Feb. 25, 1998 Sec. 102(e) Date Feb. 25, 1998 PCT Filed Sep. 5, 1997 PCT Pub. No. WO97/07798 PCT Pub. Date Mar. 6, 1997Novel processes and intermediates useful in the preparation of Cryptophycin compounds are disclosed.
Dibutyltin oxide catalyzed selective sulfonylation of α-chelatable primary alcohols
Martinelli, Michael J.,Nayyar, Naresh K.,Moher, Eric D.,Dhokte, Ulhas P.,Pawlak, Joseph M.,Vaidyanathan, Rajappa
, p. 447 - 450 (2008/02/11)
(equation presented) The reaction of substituted glycols with catalytic dibutyltin oxide, stoichiometric p-toluenesulfonyl chloride, and triethylamine in CH2Cl2 resulted in the complete and rapid sulfonylation at the primary alcohol. The α-heterosubstituted primary alcohol moiety appeared optimal for best results, supporting the intermediacy of a five-membered chelate. The role of the amine is discussed, in addition to catalyst requirements and solvent effects.
