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Facile syntheses of 3-halo and mixed 3,5-dihalo analogues of N-acetye-L-tyrosine via sulfonic acid-catalysed regioselective monohalogenation.

1

Issued Date

2008

Resource Type

Article

Language

eng

Rights

Mahidol University

Bibliographic Citation

Tetrahedron Letters. Vol. 49, No. 49 (2008), 7008-7011

Suggested Citation

Pakorn Bovonsombat, Khanthapura, P., Krause, M.M., Leykajarakul, J. Facile syntheses of 3-halo and mixed 3,5-dihalo analogues of N-acetye-L-tyrosine via sulfonic acid-catalysed regioselective monohalogenation.. Tetrahedron Letters. Vol. 49, No. 49 (2008), 7008-7011. Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/9961

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Title

Facile syntheses of 3-halo and mixed 3,5-dihalo analogues of N-acetye-L-tyrosine via sulfonic acid-catalysed regioselective monohalogenation.

Author(s)

Pakorn Bovonsombat
 Khanthapura, P.
 Krause, M.M.
 Leykajarakul, J.

Other Contributor(s)

Mahidol University International College, Science Division.

Abstract

The combination of catalytic amounts of p-toluenesulfonic acid and 1 equiv of N-halosuccinimide afforded highly selective ring-halogenation of N-acetyl-L-tyrosine, furnishing either N-acetyl-3-halo-L-tyrosine analogues or mixed 3,5-dihalo derivatives in a one-pot reaction with excellent yields at room temperature.

Keyword(s)

p-toluenesulfonic acid,
 N-halosuccinimide
 N-acetyl-Ltyrosine

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https://repository.li.mahidol.ac.th/handle/123456789/9961

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MUIC-Article