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3'-Deoxynucleosides. I. A Synthesis of 3'-Deoxyadenosine

โœ Scribed by Walton, Edward.; Nutt, Ruth F.; Jenkins, Susan R.; Holly, Frederick W.


Book ID
126919813
Publisher
American Chemical Society
Year
1964
Tongue
English
Weight
134 KB
Volume
86
Category
Article
ISSN
0002-7863

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โœ Mirna C. Samano; Morris J. Robins ๐Ÿ“‚ Article ๐Ÿ“… 1989 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 277 KB

A S-O-silylated-2',3'-anhydroadenosine derivative underwent epoxide opening smoothly with dimethylboron bromide. The N-benzyl carbamate derived from the trans bromohydrin was ring-closed with sodium hydride. Deprotection (fluoride, hydroxide, and hydrogenolysis) gave 3'-amino-3'-deoxyadenosine (6)