e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Synthesis of substituted crown ethers from oligoethylene glycols

…, S Yamamura, Y Nakatsuji, M Okahara

Index: Ikeda, Isao; Yamamura, Shingo; Nakatsuji, Yohji; Okahara, Mitsuo Journal of Organic Chemistry, 1980 , vol. 45, # 26 p. 5355 - 5358

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Citation Number: 87

Abstract

A convenient synthetic method for preparing 12-crown-4, 15-crown-5, l&crown-6, and 21- crown-7 bearing various substituents by intramolecular cyclization of the corresponding substituted oligoethylene glycols in high yields is described. Substituents include modifiable pendent groups such as phenyl and hydroxymethyl, as well as various alkyl groups. Stability constants for the new substituted crown ethers with sodium and potassium ions in ...

Fries' acid Structure

~59%

1,4,7,10,13-Benzopentaoxacyclopentadecin,tetradecahydro- Structure

1,4,7,10,13-Ben...

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

phenyl glycidyl ether Structure

phenyl glycidyl...

~%

2-(phenoxymethyl)-1,4,7,10,13-pentaoxacyclopentadecane Structure

2-(phenoxymethy...

2-((Benzyloxy)methyl)oxirane Structure

2-((Benzyloxy)m...

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2-(phenylmethoxymethyl)-1,4,7,10,13-pentaoxacyclopentadecane Structure

2-(phenylmethox...

Butyl glycidyl ether Structure

Butyl glycidyl ether

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2-(butoxymethyl)-1,4,7,10,13-pentaoxacyclopentadecane Structure

2-(butoxymethyl...

2-((Benzyloxy)methyl)oxirane Structure

2-((Benzyloxy)m...

Triethylene glycol Structure

Triethylene glycol

~%

2-(phenylmethoxymethyl)-1,4,7,10-tetraoxacyclododecane Structure

2-(phenylmethox...

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

1,2-Epoxyoctane Structure

1,2-Epoxyoctane

~%

2-hexyl-1,4,7,10,13-pentaoxacyclopentadecane Structure

2-hexyl-1,4,7,1...

Styrene oxide Structure

Pentaethylene glycol Structure

Pentaethylene glycol

~%

2-phenyl-1,4,7,10,13,16-hexaoxacyclooctadecane Structure

2-phenyl-1,4,7,...

Oxirane, 2-octyl- Structure

Oxirane, 2-octyl-

Pentaethylene glycol Structure

Pentaethylene glycol

~%

2-octyl-1,4,7,10,13,16-hexaoxacyclooctadecane Structure

2-octyl-1,4,7,1...

Oxirane, 2-octyl- Structure

Oxirane, 2-octyl-

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2-octyl-1,4,7,10,13-pentaoxacyclopentadecane Structure

2-octyl-1,4,7,1...

Styrene oxide Structure

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2-phenyl-1,4,7,10,13-pentaoxacyclopentadecane Structure

2-phenyl-1,4,7,...

1,2-Epoxydodecane Structure

1,2-Epoxydodecane

Pentaethylene glycol Structure

Pentaethylene glycol

~%

2-DECYL-1,4,7,10,13,16-HEXAOXACYCLO-OCTADECANE Structure

2-DECYL-1,4,7,1...

1,2-Epoxydodecane Structure

1,2-Epoxydodecane

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2-decyl-1,4,7,10,13-pentaoxacyclopentadecane Structure

2-decyl-1,4,7,1...

1,2-epoxytetradecane Structure

1,2-epoxytetradecane

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2-dodecyl-1,4,7,10,13-pentaoxacyclopentadecane Structure

2-dodecyl-1,4,7...

1,2-EPOXYBUTANE Structure

1,2-EPOXYBUTANE

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2-ethyl-1,4,7,10,13-pentaoxacyclopentadecane Structure

2-ethyl-1,4,7,1...

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

epoxypropane Structure

~%

2-methyl-1,4,7,10,13-pentaoxacyclopentadecane Structure

2-methyl-1,4,7,...

Isobutylene Oxide Structure

Isobutylene Oxide

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2,2-dimethyl-1,4,7,10,13-pentaoxacyclopentadecane Structure

2,2-dimethyl-1,...

Metal Ion Catalysis in Nucleophilic Substitution Reactions P...

[Gobbi, Alessandro; Landini, Dario; Maia, Angelamaria; Secci, Daniela Journal of Organic Chemistry, 1995 , vol. 60, # 18 p. 5954 - 5957]

Synthesis of substituted crown ethers from oligoethylene gly...

[Journal of Organic Chemistry, , vol. 45, # 26 p. 5355 - 5358]

Synthesis of substituted crown ethers from oligoethylene gly...

[Journal of Organic Chemistry, , vol. 45, # 26 p. 5355 - 5358]