A practical synthesis of L-ribose.
L-Ribose was synthesized by a simple four-step method with overall yield of 76.3% from a protected L-arabinose derivative, which is a compatible intermediate for the synthesis of L-deoxyribose. The key step of this strategy is the Swern oxidation and subsequent stereoselective reduction accompanied by inversion of the 2-hydroxy group of protected L-arabinose.
Akagi
Masao
M
Osaka University of Pharmaceutical Sciences, Takatsuki, Japan. akagi@gly.oups.ac.jp
Omae
Daichi
D
Tamura
Yoshinori
Y
Ueda
Tetsujiro
T
Kumashiro
Tetsuya
T
Urata
Hidehito
H
D001089:Arabinose / Q000737:chemistry*; D003855:Deoxyribose / Q000138:chemical synthesis / Q000737:chemistry; D009705:Nucleosides / Q000138:chemical synthesis / Q000737:chemistry; D012266:Ribose / Q000138:chemical synthesis* / Q000737:chemistry
D009705:Nucleosides; D003855:Deoxyribose; D012266:Ribose; D001089:Arabinose