Wolff rearrangement of Na-protected a-aminodiazoketones in presence of substituted phenol as a method for the synthesis of 2,4,5- trichlorophenyl esters of Fmoc-/ Boe-/ Z-P-homoamino acids

Hosahuciya   N.   Gopi; Kuppanna      Ananda; Vommina   V. Suresh   Babu

Protein & Peptide Letters

Author(s): Hosahuciya N. Gopi, Kuppanna Ananda and Vommina V. Suresh Babu*

DOI: 10.2174/092986650701221205154613

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Wolff rearrangement of Na-protected a-aminodiazoketones in presence of substituted phenol as a method for the synthesis of 2,4,5- trichlorophenyl esters of Fmoc-/ Boe-/ Z-P-homoamino acids

Page: [33 - 36] Pages: 4

* (Excluding Mailing and Handling)

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Abstract

Silver acetate catalyzed decomposition of the Na-protected a aminodiazoketones in the presence of 'substituted phenol' and triethylamine at - 1s0c lead to 2,4,S-trichlorophenyl esters of Fmoc-/Boc-/Z-J3-homoamino acids in good yield and purity. Thus the homologation of a-amino acids to 13-homoamino acids with concomitant active esters formation has been achieved by this method.

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