Synthesis of double C-glycoside analogue of sTn

Ress D., BAYTAŞ S., Wang Q., Munoz E., Tokuzoki K., Tomiyama H., ...More

JOURNAL OF ORGANIC CHEMISTRY, vol.70, no.20, pp.8197-8200, 2005 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 70 Issue: 20
  • Publication Date: 2005
  • Doi Number: 10.1021/jo050691n
  • Journal Name: JOURNAL OF ORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.8197-8200
  • Gazi University Affiliated: Yes

Abstract

A sTn double C-glycoside, sTn analogue 2, was synthesized using samarium chemistry developed in our laboratory. Complications in the oxidation reaction affording aldehyde acceptor were overcome by double protection of amide and the use of a room-temperature ionic liquid as solvent. Studies are underway to conjugate the sTn double C-glycoside hapten 2 to KLH carrier protein for biological evaluation as a vaccine.