Synthesis of 1-(t-butoxycarbonyl)benzotriazole and 1-(p-methoxybenzyloxycarbonyl)benzotriazole and their use in the protection of amino acids

Article abstract of DOI:10.1080/00397919708006101

Benzotriazol-1-ylcarbonyl chloride, generated from benzotriazole and phosgene, reacts with t-butyl alcohol and p-methoxybenzyl alcohol to give 1-(t-butoxycarbonyl)benzotriazole (4) and 1-(p-methoxybenzyloxycarbonyl)benzotriazole (5), respectively in good yields. The synthetic utility of ragents 4 and 5 is shown by effective amino protection in phenylalanine and phenylglycine.

Full text of DOI:10.1080/00397919708006101

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Synthetic Communications: An
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Organic Chemistry
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Synthesis of 1-(T-
Butoxycarbonyl)benzotriazole
and 1-(p-
Methoxybenzyloxycarbonyl)benzot
and Their Use in the Protection
of Amino Acids
Alan R. Katritzky a , Clara N. Fali a , Jianqing Li a ,
David J. Ager b & Indra Prakash b
a Center for Heterocyclic Compounds, Department
of Chemistry , University of Florida, Gainesville, FL,
32611-7200, USA
b NSC Technologies and NutraSweet Kelco Units
of Monsanto , 601 East Kensington Road, Mount
Prospect, IL, 60056, USA
Published online: 22 Aug 2006.
To cite this article: Alan R. Katritzky , Clara N. Fali , Jianqing Li , David J. Ager
& Indra Prakash (1997) Synthesis of 1-(T-Butoxycarbonyl)benzotriazole and 1-(p-
Methoxybenzyloxycarbonyl)benzotriazole and Their Use in the Protection of Amino
Acids, Synthetic Communications: An International Journal for Rapid Communication
of Synthetic Organic Chemistry, 27:9, 1623-1630, DOI: 10.1080/00397919708006101
To link to this article: http://dx.doi.org/10.1080/00397919708006101

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