Synthesis of Ethyl (1S,2R,3S,4S,5S)-2,3-O-(Isopropylidene)-4-Hydroxy-Bicyclo[3.1.0]Hexane-Carboxylate from L-Ribose: A Versatile Chiral Synthon for Preparation of Adenosine and P2 Receptor Ligands

Bhalchandra V. Joshi , Artem Melman , Richard L. Mackman , Kenneth A. Jacobson

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DOI 10.1080/15257770701845253

Journal Nucleosides, Nucleotides and Nucleic Acids
Location p 279-291, Volume 27, Issue 3, 2008
Publication Type journal-article

Tags gpcr, nucleosides, nucleotides, purines, pyrimidines, molecular medicine, genetics, biochemistry
Publisher Link Click Here

Paper Abstract Substitution of the ribose moiety of various nucleosides and nucleotides with the (N)-methanocarba ring system increases the potency and selectivity as ligands at certain subtypes of adenosine and P2 receptors.

Review

01 Nov 2016

Saibal Chakraborty

(0)

Convenient and reproducible synthetic methodology for North configured ribose containing mono phosphate

Reproducibility

Clarity

Versatility

The article is about versatile synthetic strategy for preparing enantiomerically pure (N)-methanocarba ring containing monophosphates as a potent agonist for P2 receptors.

I have successfully reproduced the synthesis of compound (2, MRS2339) from intermidiate compound (12).

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Synthesis of Ethyl (1S,2R,3S,4S,5S)-2,3-O-(Isopropylidene)-4-Hydroxy-Bicyclo[3.1.0]Hexane-Carboxylate from L-Ribose: A Versatile Chiral Synthon for Preparation of Adenosine and P2 Receptor Ligands

Bhalchandra V. Joshi , Artem Melman , Richard L. Mackman , Kenneth A. Jacobson

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Convenient and reproducible synthetic methodology for North configured ribose containing mono phosphate

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