Homo‐ C‐ nucleoside analogs IV. Synthesis of 4‐(2,5‐anhydro‐D‐ altro ‐pentitol‐1‐yl)‐2‐phenyl‐2 H ‐1,2,3‐triazole homo‐ C‐ nucleoside. CD assignment of the absolute configuration of the carbon bridge | Zendy

Sallam Mohammed A.E. | Zendy

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Homo‐ C‐ nucleoside analogs IV. Synthesis of 4‐(2,5‐anhydro‐D‐ altro ‐pentitol‐1‐yl)‐2‐phenyl‐2 H ‐1,2,3‐triazole homo‐ C‐ nucleoside. CD assignment of the absolute configuration of the carbon bridge

Author(s) -

Sallam Mohammed A.E.

Publication year - 2017

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.22663

Subject(s) - chemistry , anomer , stereochemistry , circular dichroism , nuclear magnetic resonance spectroscopy , nucleoside , pyridine , acylation , triazole , medicinal chemistry , organic chemistry , catalysis

Dehydrative cyclization of 4‐(D‐ altro ‐pentitol‐1‐yl)2‐phenyl‐2 H ‐1,2,3‐triazole in basic medium with one moler equivalent of p‐toluene sulfonyl chloride in pyridine solution gave the homo‐ C‐ nucleoside 4‐(2,5‐anhydro‐D‐ altro ‐1‐yl)‐2‐phenyl‐2 H ‐1,2,3‐triazole. The structure and anomeric configuration was determined by acylation, nuclear magnetic resonance (NMR), and mass spectroscopy. The stereochemistry at the carbon bridge of homo‐ C‐ nucleoside 2‐phenyl‐2 H ‐1,2,3‐triazoles was determined by circular dichroism (CD) spectroscopy.

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