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.
Original languageEnglish
Pages (from-to)2357-2363
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

N2 - 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.

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

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EP - 2363

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

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