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Novel 3',5'-cyclic nucleotide analogue: adenosine 3',5'-cyclic boranomonophosphate.

Publication ,  Journal Article
Lin, J; He, K; Shaw, BR
Published in: Organic letters
March 2001

A general procedure for the first synthesis of a 3',5'-cyclic boranomonophosphate was established. Specifically, adenosine 3',5'-cyclic boranomonophosphosphate (cyclic AMPB, 4c), a P-borane (BH(3)) analogue of adenosine 3',5'-cyclic monophosphate (cAMP), was synthesized via a phosphite approach in good yield. The method is also applicable for syntheses of natural cAMP and its phosphorothioate analogue. The two diasteromers of cyclic AMPB 4c were separated, and their chemical structures were established via spectroscopic methods.

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Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

March 2001

Volume

3

Issue

6

Start / End Page

795 / 797

Related Subject Headings

  • Stereoisomerism
  • Phosphates
  • Organic Chemistry
  • Molecular Structure
  • Indicators and Reagents
  • Cyclic AMP
  • Boron Compounds
  • 03 Chemical Sciences
 

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Lin, J., He, K., & Shaw, B. R. (2001). Novel 3',5'-cyclic nucleotide analogue: adenosine 3',5'-cyclic boranomonophosphate. Organic Letters, 3(6), 795–797. https://doi.org/10.1021/ol0003230
Lin, J., K. He, and B. R. Shaw. “Novel 3',5'-cyclic nucleotide analogue: adenosine 3',5'-cyclic boranomonophosphate.Organic Letters 3, no. 6 (March 2001): 795–97. https://doi.org/10.1021/ol0003230.
Lin J, He K, Shaw BR. Novel 3',5'-cyclic nucleotide analogue: adenosine 3',5'-cyclic boranomonophosphate. Organic letters. 2001 Mar;3(6):795–7.
Lin, J., et al. “Novel 3',5'-cyclic nucleotide analogue: adenosine 3',5'-cyclic boranomonophosphate.Organic Letters, vol. 3, no. 6, Mar. 2001, pp. 795–97. Epmc, doi:10.1021/ol0003230.
Lin J, He K, Shaw BR. Novel 3',5'-cyclic nucleotide analogue: adenosine 3',5'-cyclic boranomonophosphate. Organic letters. 2001 Mar;3(6):795–797.
Journal cover image

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

March 2001

Volume

3

Issue

6

Start / End Page

795 / 797

Related Subject Headings

  • Stereoisomerism
  • Phosphates
  • Organic Chemistry
  • Molecular Structure
  • Indicators and Reagents
  • Cyclic AMP
  • Boron Compounds
  • 03 Chemical Sciences