5. One method to make N-glycosidic bond for uridine synthesis is the reaction between 1-amino-2,3,5-tri-O-benzoyl- D-ribose and ß-ethoxy-N-ethoxycarbonylacrylamide. Propose a likely mechanism for the reaction.

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter25: Biomolecules: Carbohydrates
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5. One method to make N-glycosidic bond for uridine synthesis is the reaction between 1-amino-2,3,5-tri-O-benzoyl-
D-ribose and B-ethoxy-N-ethoxycarbonylacrylamide. Propose a likely mechanism for the reaction.
Bz0.
NH₂
OBz OBz
+
Eto Eto
ΝΗ
O
Bz0.
OBz OBz
ΝΗ
OH™
H₂O
uridine
Transcribed Image Text:5. One method to make N-glycosidic bond for uridine synthesis is the reaction between 1-amino-2,3,5-tri-O-benzoyl- D-ribose and B-ethoxy-N-ethoxycarbonylacrylamide. Propose a likely mechanism for the reaction. Bz0. NH₂ OBz OBz + Eto Eto ΝΗ O Bz0. OBz OBz ΝΗ OH™ H₂O uridine
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