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(2-Hydroxyethyl)-α-D-glucopyranoside-2′,3,4-trisphosphate: Synthesis of a second messenger mimic related to adenophostin A

Journal of the Chemical Society, Chemical Communications, ISSN: 0022-4936, Issue: 11, Page: 1169-1170
1995
  • 23
    Citations
  • 0
    Usage
  • 1
    Captures
  • 0
    Mentions
  • 0
    Social Media
Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    23
    • Citation Indexes
      23
  • Captures
    1

Article Description

A concise synthetic route from D-glucose to a chiral, biologically active, phosphorylated analogue of the highly potent Ca-mobilising agonist adenophostin A has been developed, involving a regioselective dibenzylation of allyl α-D-glucopyranoside and a one-pot Lemieux-type allyl oxidation with subsequent reduction and neighbouring deketalisation, to provide the key intermediate for phosphorylation.

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