A Facile Synthesis of Chiral Isocyanate-phenol and Unsymmetrical Urea Derived from Tyrosines without Protecting Phenolic Hydroxyl Groups

Atsushi Nagai; Bungo Ochiai; Takeshi Endo

doi:10.2174/1570178054406020

ISSN: 1570-1786
E-ISSN: 1875-6255

A Facile Synthesis of Chiral Isocyanate-phenol and Unsymmetrical Urea Derived from Tyrosines without Protecting Phenolic Hydroxyl Groups
Authors: Atsushi Nagai¹, Bungo Ochiai² and Takeshi Endo³
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¹ Department of Polymer Science and Engineering, Faculty of Engineering, Yamagata University 4- 3-16 Jonan, Yonezawa, Yamagata 992-8510, Japan; ² Department of Polymer Science and Engineering, Faculty of Engineering, Yamagata University 4- 3-16 Jonan, Yonezawa, Yamagata 992-8510, Japan; ³ Department of Polymer Science and Engineering, Faculty of Engineering, Yamagata University 4- 3-16 Jonan, Yonezawa, Yamagata 992-8510, Japan;
Source: Letters in Organic Chemistry, Volume 2, Issue 5, Aug 2005, p. 404 - 406
DOI: https://doi.org/10.2174/1570178054406020
- Available online: 01 Aug 2005

Abstract

A facile method for synthesis and isolation of chiral isocyanate-phenols, obtained from the reactions of L-tyrosine and L-DOPA [L-3-(3,4-dihydroxyphenyl)alanine] derivatives with di-tert-butyltricarbonate (DBTC), is described. Reaction of the obtained isocyanate-phenol with n-butylamine gave the corresponding chiral unsymmetrical urea.

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2005-08-01

2025-09-09

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Article Type: Review Article

Keyword(s): di-tert-butyltricarbonate; dopa; isocyanate; phenol; tyrosine; unsymmetrical; urea

A Facile Synthesis of Chiral Isocyanate-phenol and Unsymmetrical Urea Derived from Tyrosines without Protecting Phenolic Hydroxyl Groups

Abstract

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