1332623-00-3Relevant articles and documents
Concise synthesis of the anti-HIV nucleoside EFdA
Kageyama, Masayuki,Miyagi, Takuho,Yoshida, Mayumi,Nagasawa, Tomohiro,Ohrui, Hiroshi,Kuwahara, Shigefumi
experimental part, p. 1219 - 1225 (2012/10/18)
EFdA (4'-ethynyl-2-fluoro-2'-deoxyadenosine), a nucleoside reverse transcriptase inhibitor with extremely potent anti-HIV activity, was concisely synthesized from (R)-glyceraldehyde acetonide in an 18% overall yield by a 12-step sequence involving highly diastereoselective ethynylation of an α-alkoxy ketone intermediate. The present synthesis is superior, both in overall yield and in the number of steps, to the previous one which required 18 steps from an expensive starting material and resulted in a modest overall yield of 2.5%.
Enantioselective total synthesis of the potent Anti-HIV nucleoside EFdA
Kageyama, Masayuki,Nagasawa, Tomohiro,Yoshida, Mayumi,Ohrui, Hiroshi,Kuwahara, Shigefumi
supporting information; experimental part, p. 5264 - 5266 (2011/12/04)
A concise enantioselective total synthesis of 4′-ethynyl-2-fluoro- 2′-deoxyadenosine (EFdA), an extremely potent anti-HIV agent, has been accomplished from (R)-glyceraldehyde acetonide in 18% overall yield by a 12-step sequence involving a highly diastere
