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DOI: 10.1055/s-0042-1753215
Chemoselective Cleavage of the tert-Butoxycarbonyl Group from Di-tert-butylimidodicarbonate
Indium-Mediated Facile Cleavage of the t-Butoxycarbonyl Group from Di-t-butylimidodicarbonate.
Tetrahedron Lett. 2002;
43: 1549-1551
DOI: 10.1016/S0040-4039(01)02374-7.
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Significance
Chemoselective reactions play a vital role in organic synthesis. Chemoselective protection and deprotection with protecting groups is one of the most important technologies in peptide chemistry. In 2002, Yadav and coworkers developed the facile Zn/In-mediated cleavage of the tert-butoxycarbonyl group from di-tert-butylimidodicarbonate.
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Comment
Indium- or zinc-mediated chemoselective deprotection of the tert-butoxycarbonyl group from di-tert-butylimidodicarbonate proceeded smoothly to deliver the desired mono-Boc-protected amines in high yields. This protocol is highly chemoselective, practically simple, mild, and efficient for various amino acids.
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Publication History
Article published online:
17 January 2023
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