153558-53-3Relevant academic research and scientific papers
Synthesis of three carbon atom bridged 2,4-diaminopyrrolo[2,3-d]- pyrimidines as nonclassical dihydrofolate reductase inhibitors
Gangjee, Aleem,Ye, Zhengqu,Queener, Sherry F.
, p. 1127 - 1133 (2007/10/03)
A series of seven nonclassical three carbon atom bridged 2,4-diamino-5-substituted-pyrrolo[2,3-d]-pyrimidines 1a-g were synthesized as potential inhibitors of dihydrofolate reductase. Selective oxidation of diols 7a-g affords oe-hydroxy ketones 8a-g. Subs
Chain-elongation and Degradation of Carboxylic Acids by Barton-ester Based Radical Chemistry
Barton, Derek H. R.,Chern, Ching-Yuh,Jaszberenyi, Joseph Cs.,Shinada, Tetsuro
, p. 6505 - 6508 (2007/10/02)
The reaction of α-trifluoroacetoxy acrylates and acrylonitriles with carbon radicals formed from carboxylic acids gives adducts that can be transformed into vic-diols, esters, amides, and homoaldehydes in good to high yield.Aldoses can be smoothly degraded to the corresponding nor- or bis-nor compounds using radical chemistry.
Friedel-Crafts Cyclialkylations of Some Epoxides
Taylor, Stephen K.,Hockerman, Gregory H.,Karrick, Gregory L.,Lyle, Stephen B.,Schramm, Scott B.
, p. 2449 - 2452 (2007/10/02)
Several arylalkyl epoxides (1-9) were investigated for cyclialkylation reactions.Cyclialkylation to form six-membered rings was observed (up to 91 percent isolated yields) at secondary but not at primary epoxide positions.Cyclialkylation was not observed with 4-phenyl-1,2-epoxybutane, but a m-methoxy substituent did promote ring closure to the primary position in moderate yield.Cyclialkylation to seven-membered rings occurred at a secondary position in reasonable yields; less rearrangement occured with the epoxide system than with analogous alkylating agents such as phenylalk yl alcohols.Reduced skeletal rearrangement is characteristic of cyclization reactions that occur with epoxides and suggests that the epoxide serves to moderate electrophilic reactivity.Cyclialkylation to form five-membered rings was not observed with epoxides that were capable of ring-opening at primary or secondary positions.
