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Lukhtanov EA, Vorobiev AV. Mild synthesis of asymmetric 2'-carboxyethyl-substituted fluoresceins. J Org Chem. 2008;73(6):2424-7doi: 10.1021/jo702422v.
Lukhtanov, E. A., & Vorobiev, A. V. (2008). Mild synthesis of asymmetric 2'-carboxyethyl-substituted fluoresceins. The Journal of organic chemistry, 73(6), 2424-7. https://doi.org/10.1021/jo702422v
Lukhtanov, Eugeny A, and Vorobiev, Alexei V. "Mild synthesis of asymmetric 2'-carboxyethyl-substituted fluoresceins." The Journal of organic chemistry vol. 73,6 (2008): 2424-7. doi: https://doi.org/10.1021/jo702422v
Lukhtanov EA, Vorobiev AV. Mild synthesis of asymmetric 2'-carboxyethyl-substituted fluoresceins. J Org Chem. 2008 Mar 21;73(6):2424-7. doi: 10.1021/jo702422v. Epub 2008 Feb 27. PMID: 18302409.
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J Org Chem. 2008 Mar 21;73(6):2424-7. doi: 10.1021/jo702422v. Epub 2008 Feb 27.

Mild synthesis of asymmetric 2'-carboxyethyl-substituted fluoresceins.

The Journal of organic chemistry

Eugeny A Lukhtanov, Alexei V Vorobiev

Affiliations

  1. Nanogen Inc., 21720 23rd Drive SE, Suite 150, Bothell, Washington 98021, USA. [email protected]

PMID: 18302409 DOI: 10.1021/jo702422v

Abstract

Asymmetric fluoresceins bearing a carboxyethyl group in the chromophoric portion of the dyes were prepared by a reaction of substituted phthalic anhydride with a carboxyethyl substituted resorcinol analogue followed by a condensation with a second resorcinol analogue. In order to avoid an accumulation of symmetric side products, the second step was performed in two substeps: acid-catalyzed formation of a triphenylmethyl intermediate followed by base-catalyzed cyclization which furnished the desired dyes.

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