Literature DB >> 21545108

Synthesis of N-[(3S)-2,6-dioxo-1-(2-phenylethyl)-3-piperidinyl]-(2S)-2-methylbutanamide ((-)-julocrotine).

Luciano L Silva1, Antonio C Joussef.   

Abstract

The total synthesis of (-)-julocrotine (1) starting from l-glutamic acid in 41% overall yield is described. The methodology utilizes protection, deprotection, and regioselection (carbonyl differentiation via oxazolidinone) protocols, and glutarimide ring formation is the key step.

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Year:  2011        PMID： 21545108     DOI： 10.1021/np200234e

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  2 in total

1.  Synthesis of (-)-julocrotine and a diversity oriented Ugi-approach to analogues and probes.

Authors:  Ricardo A W Neves Filho; Bernhard Westermann; Ludger A Wessjohann
Journal:  Beilstein J Org Chem       Date:  2011-11-07       Impact factor: 2.883

2.  Versatile synthesis of the signaling peptide glorin.

Authors:  Robert Barnett; Daniel Raszkowski; Thomas Winckler; Pierre Stallforth
Journal:  Beilstein J Org Chem       Date:  2017-02-08       Impact factor: 2.883
  2 in total

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