Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 22
195
Views
8
CrossRef citations to date
0
Altmetric
Original Articles

Selective and Practical Synthesis of Penciclovir

, , , , , & show all
Pages 3897-3905 | Received 01 May 2003, Published online: 19 Aug 2006

References

  • Snoeck , R. 2000 . Int. J. Antimicrob. Agents , 16 : 157 – 159 .
  • Pandit , U.K. , Grose , W.F.A. and Eggelte , T.A. 1972 . Synth. Commun. , 2 : 345 – 351 .
  • Harnden , M.R. and Jarvest , R.L. 1985 . Tetrahedron Lett. , 26 : 4265 – 4268 . Some examples include
  • Harnden , M.R. , Jarvest , R.L. , Bacon , T.H. and Boyd , M.R. 1987 . J. Med. Chem. , 30 : 1636 – 1642 .
  • Tippie , M.A. , Martin , J.C. , Smee , D.F. , Matthews , T.R. and Verheyden , J.P.H. 1984 . Nucleosides Nucleotides , 3 : 525 – 535 .
  • Hannah , J. , Tolman , R.L. , Karkas , J.D. , Liou , R. , Perry , H.C. and Field , A.K. 1989 . J. Heterocyclic Chem. , 26 : 1261 – 1271 .
  • Choudary , B.M. , Geen , G.R. , Grinter , T.J. , MacBeath , F.S. and Parratt , M.J. 1994 . Nucleosides Nucleotides , 13 : 979 – 996 .
  • Choudary , B.M. , Geen , G.R. , Kincey , P.M. , Parratt , M.J. , Dales , J.R.M. , Johnson , G.P. , O’Donnell , S. , Tudor , D.W. and Woods , N. 1996 . Nucleosides Nucleotides , 15 : 981 – 994 .
  • Brand , B. , Reese , C.B. , Song , Q. and Visintin , C. 1999 . Tetrahedron , 55 : 5239 – 5252 .
  • Geen , G.R. , Kincey , P.M. and Spoors , P.G. 2001 . Tetrahedron Lett. , 42 : 1781 – 1784 .
  • Gambhir , S.S. , Herschman , H.R. , Cherry , S.R. , Barrio , J.R. , Satyamurthy , N. , Toyokuni , T. , Phelps , M.E. , Larson , S.M. , Balatoni , J. , Finn , R. , Sadelain , M. , Tjuvajev , J. and Blasberg , R. 2000 . Neoplasia , 2 : 118 – 138 . For example see
  • Namavari , M. , Barrio , J.R. , Toyokuni , T. , Gambhir , S.S. , Cherry , S.R. , Herschman , H.R. , Phelps , M.E. and Satyamurthy , N. 2000 . Nucl. Med. Biol. , 27 : 157 – 162 .
  • Yaghoubi , S. , Barrio , J.R. , Dahlbom , M. , Iyer , M. , Namavari , M. , Satyamurthy , N. , Goldman , R. , Herschman , H.R. , Phelps , M.E. and Gambhir , S.S. 2001 . J. Nucl. Med. , 42 : 1225 – 1234 .
  • Soai , K. , Oyamada , H. and Ookawa , A. 1982 . Synth. Commun. , 12 : 463 – 467 .
  • Ikai , K. , Mikami , M. , Furukawa , Y. and Ho , S. WO Patent 9,944,976 . Sep. 10, 1999 . Removal of borate by an anion-exchange resin has been reported. See
  • Greene , T.W. and Wuts , P.G.M. 1999 . Protective Groups in Organic Synthesis, , 3rd Ed. 217 – 224 . New York : John Wiley & Sons Inc. . For example see
  • Collins , P. and Ferrier , R. 1995 . Monosaccharides: Their Chemistry and Their Roles in Natural Products 389 – 406 . New York : John Wiley & Sons Inc. .
  • Hamazaki , T. , Agehara , K. , Onishi , T. and Iwasaki , H. JP Patent 11,158,174 . June 15, 1999 . The compound 12 was previously prepared by the reaction of 3 with benzaldehyde in the presence of TsOH via constant removal of water by azeotropic distillation with toluene at 80°C. See:
  • A similar isomerization was reported during the transformation of 7 to 8 through the corresponding mesylate (see Ref. 3e)
  • We have been carrying out this coupling reaction during a weekend. Harnden et al. reported that 6 and 9 were reacted at 4°C overnight, while Geen et al. left the mixture of 8 and 9 at room temperature for 18 h (see Ref. 3b and Ref. 3e, respectively)
  • Kjellberg , J. and Johansson , N.G. 1986 . Tetrahedron , 42 : 6541 – 6544 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.