Copper-mediated synthesis of N-acyl vinylogous carbamic acids and derivatives: synthesis of the antibiotic CJ-15,801

Chong Han; Ruichao Shen; Shun Su; John A Porco Jr

doi:10.1021/ol0360041

Copper-mediated synthesis of N-acyl vinylogous carbamic acids and derivatives: synthesis of the antibiotic CJ-15,801

Org Lett. 2004 Jan 8;6(1):27-30. doi: 10.1021/ol0360041.

Authors

Chong Han¹, Ruichao Shen, Shun Su, John A Porco Jr

Affiliation

¹ Department of Chemistry and Center for Chemical Methodology and Library Development, Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USA.

PMID: 14703342
DOI: 10.1021/ol0360041

Abstract

[reaction: see text] Copper(I)-mediated C-N bond formation has been employed to prepare both N-acyl vinylogous carbamic acids and ureas. The novel N-acyl vinylogous carbamic acid antibiotic, CJ-15,801, was synthesized using this methodology.

Publication types

Research Support, U.S. Gov't, P.H.S.

MeSH terms

Anti-Bacterial Agents / chemical synthesis*
Carbamates / chemical synthesis*
Copper / chemistry*
Models, Chemical
Molecular Structure
Pantothenic Acid / analogs & derivatives*
Pantothenic Acid / chemical synthesis*
Urea / chemical synthesis

Substances

Anti-Bacterial Agents
CJ-15,801
Carbamates
Pantothenic Acid
Copper
Urea

Grants and funding

GM-62842/GM/NIGMS NIH HHS/United States