The synthesis of an isopropyl substituted 1,4,7-triazacyclononane via an in situ sequential macrocyclisation method

G. Stones, G. Argouarch, A.R. Kennedy, D.C. Sherrington, C.L. Gibson

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Using L-valine methyl ester hydrochloride as starting material, the synthesis of ( 2S)- 2- isopropyl- 1,4,7- trimethyl-1,4,7- triazacyclononane is described. Various standard Richman - Atkins cyclisation methods gave only poor yields in the key macrocyclisation step. Efficient macrocyclisation yields were, however, realised when an in situ sequential cyclisation method was developed.
LanguageEnglish
Pages2357-2363
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume1
Issue number13
DOIs
Publication statusPublished - 22 May 2003

Fingerprint

Cyclization
Valine
hydrochlorides
synthesis
esters
1,4,7-triazacyclononane
1,4,7-trimethyl-1,4,7-triazacyclononane
valine methyl ester

Keywords

  • HIGHLY SELECTIVE EPOXIDATION
  • MANGANESE COMPLEXES
  • OLEFIN EPOXIDATION
  • CHIRAL AZIRIDINES
  • LIGANDS
  • TRIAZACYCLONONANE
  • OXIDATION
  • CATALYSTS
  • H2O2
  • ACID

Cite this

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abstract = "Using L-valine methyl ester hydrochloride as starting material, the synthesis of ( 2S)- 2- isopropyl- 1,4,7- trimethyl-1,4,7- triazacyclononane is described. Various standard Richman - Atkins cyclisation methods gave only poor yields in the key macrocyclisation step. Efficient macrocyclisation yields were, however, realised when an in situ sequential cyclisation method was developed.",
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The synthesis of an isopropyl substituted 1,4,7-triazacyclononane via an in situ sequential macrocyclisation method. / Stones, G.; Argouarch, G.; Kennedy, A.R.; Sherrington, D.C.; Gibson, C.L.

In: Organic and Biomolecular Chemistry, Vol. 1, No. 13, 22.05.2003, p. 2357-2363.

Research output: Contribution to journalArticle

TY - JOUR

T1 - The synthesis of an isopropyl substituted 1,4,7-triazacyclononane via an in situ sequential macrocyclisation method

AU - Stones, G.

AU - Argouarch, G.

AU - Kennedy, A.R.

AU - Sherrington, D.C.

AU - Gibson, C.L.

PY - 2003/5/22

Y1 - 2003/5/22

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AB - Using L-valine methyl ester hydrochloride as starting material, the synthesis of ( 2S)- 2- isopropyl- 1,4,7- trimethyl-1,4,7- triazacyclononane is described. Various standard Richman - Atkins cyclisation methods gave only poor yields in the key macrocyclisation step. Efficient macrocyclisation yields were, however, realised when an in situ sequential cyclisation method was developed.

KW - HIGHLY SELECTIVE EPOXIDATION

KW - MANGANESE COMPLEXES

KW - OLEFIN EPOXIDATION

KW - CHIRAL AZIRIDINES

KW - LIGANDS

KW - TRIAZACYCLONONANE

KW - OXIDATION

KW - CATALYSTS

KW - H2O2

KW - ACID

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U2 - 10.1039/b302887a

DO - 10.1039/b302887a

M3 - Article

VL - 1

SP - 2357

EP - 2363

JO - Organic and Biomolecular Chemistry

T2 - Organic and Biomolecular Chemistry

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SN - 1477-0520

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