Synthesis of ether-linked oligoribo- and xylonucleosides from 3,5′-ether-linked pseudosaccharides

Journal of Organic Chemistry

Volumn 73, Issue 17, 2008, Pages 6860-6863

  Sengupta, Jhimli ^a   Bhattacharjya, Anup ^a  

^a INDIAN INSTITUTE OF CHEMICAL BIOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL REACTIONS; COMPUTER NETWORKS; NUCLEIC ACIDS; PLANNING; RNA; STEREOCHEMISTRY; STRATEGIC PLANNING;

ETHER LINKAGES; ISOPROPYLIDENE; PROTECTING GROUPS; SYNTHETIC STRATEGIES;

ETHERS;

CARBOHYDRATE DERIVATIVE; ETHER DERIVATIVE; OLIGORIBONUCLEOTIDE;

ACETYLATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; GLYCOSYLATION; REACTION ANALYSIS; RNA STRUCTURE; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS;

2-AMINOPURINE; ACETYLATION; ALKENES; ETHER, ETHYL; GLYCOSYLATION; MODELS, CHEMICAL; OLIGORIBONUCLEOTIDES; POLYSACCHARIDES; RNA; URACIL; XYLOSE;

EID: 51549089566     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo8007429     Document Type: Article

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33. 1H NMR spectrum of a mixture of 17 and 25 indicated downfield shifts of 0.338-0.387 ppm for the uracil NH protons suggesting H-bonding interaction, albeit small, between the uracil and the adenine moieties (Supporting Information). A similar interaction was observed in the CD spectra of 12/21 and 17/25 (Supporting Information).