216481-88-8Relevant academic research and scientific papers
Practical enantiodivergent syntheses of both enantiomers of carbovir, 1592U89 and six-membered ring analogues
Olivo, Horacio F.,Yu, Jiaxin
, p. 391 - 392 (1998)
The hydroxylactones 4a-b (both available in optically pure form from biocatalytic processes) have been used in the preparation of carbovir, 1592U89, and their six-membered ring analogues.
A Novel, One-Pot Ring Expansion of Cyclobutanones. Syntheses of Carbovir and Aristeromycin
Brown, Brian,Hegedus, Louis S.
, p. 1865 - 1872 (2007/10/03)
A novel, one-pot ring-expansion procedure was developed using Me3S(O)I, NaH, and Sc(OTf)3. The scope and limitations were briefly examined, and a tentative mechanism was proposed. Application of the methodology to known cyclobutanone 1 provided the corresponding cyclopentanone, which was successfully advanced to (+)-carbovir and (+)-aristeromycin.
[2+3]-cycloadditions of enantiomerically pure oxazoline-N-oxides1 : A short stereoselective synthesis of (+)-carbovir
Berranger, Thierry,Langlois, Yves
, p. 5523 - 5526 (2007/10/02)
A short stereo selective synthesis of the potent antiviral agent carbovir 1 has been achieved by using a new [2+3] asymmetric cycloaddition between oxazoline-N-oxide 3 and cyclopentadiene.
Potential Use of Carbocyclic Nucleosides for the Treatment of AIDS: Chemo-enzymatic Syntheses of the Enantiomers of Carbovir
Evans, Chris T.,Roberts, Stanley M.,Shoberu, Karoline A.,Sutherland, Alan G.
, p. 589 - 592 (2007/10/02)
The lactam (1R,4S)-2-azabicyclohept-5-en-3-one , derived by whole cell enantiospecific hydrolysis of the racemate was converted into (-)-carbovir (-)-1 in ten steps.Lipase catalysed acetylation of 4-cis-hydroxycyclopent-2-enylmethyl tripheny
