The diastereoselective synthesis of methyl 5-deoxy-5-(dialkylphosphono)-5-(dialkylphosphorylamido)-2,3-O-isopropylidene-beta-D-ribofuranosides.
A convenient method has been developed for the diastereoselective synthesis of methyl 5-deoxy-5-(dialkylphosphono)-5-(dialkylphosphorylamido)-2,3-O-isopropylidene-beta-d-ribofuranosides under mild conditions, namely the reaction of a dialkyl phosphoramidate with a dialkyl phosphite and methyl 2,3-O-isopropylidene-beta-D-ribo-pentodialdo-1,4-furanoside in acetyl chloride in a one-pot procedure.
Cui
Zhanwei
Z
State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China.
Zhang
Jianfeng
J
Wang
Fei
F
Wang
Yadan
Y
Miao
Zhiwei
Z
Chen
Ruyu
R
D000080:Acetals / Q000138:chemical synthesis*; D002241:Carbohydrates / Q000737:chemistry; D003837:Deoxy Sugars / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D007167:Immunotherapy / Q000379:methods; D008956:Models, Chemical; D008968:Molecular Conformation; D015394:Molecular Structure; D010758:Phosphorus / Q000737:chemistry; D012266:Ribose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
D000080:Acetals; D002241:Carbohydrates; D003837:Deoxy Sugars; D005663:Furans; D010758:Phosphorus; D012266:Ribose