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Transformations of the extra ring in pheophorbide a methyl ester in the reaction with N,N,N′,N′-tetramethylmethanediamine

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Abstract

The reaction of N,N,N′,N′-tetramethylmethanediamine with pheophorbide a methyl ester gave the corresponding 13″-dimethylaminomethyl derivative and 13-N,N-dimethylamide derivative of chlorin e 6 having a methyl acrylate moiety in the 15-position. Conditions were found for the synthesis of the latter both directly from pheophorbide a methyl ester and from its aminomethylation product. Probable mechanisms of the examined reactions were proposed.

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Correspondence to D. V. Belykh.

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Original Russian Text © D.V. Belykh, I.S. Tarabukina, I.V. Gruzdev, A.V. Kuchin, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 3, pp. 461–469.

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Belykh, D.V., Tarabukina, I.S., Gruzdev, I.V. et al. Transformations of the extra ring in pheophorbide a methyl ester in the reaction with N,N,N′,N′-tetramethylmethanediamine. Russ J Org Chem 45, 452–459 (2009). https://doi.org/10.1134/S1070428009030191

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  • DOI: https://doi.org/10.1134/S1070428009030191

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