Issue 8, 2011
From the journal:

Organic & Biomolecular Chemistry

Protecting-group-free synthesis of a dual CCK1/CCK2 receptor antagonist†

Jing Liu,a   Xiaohu Deng,*a   Anne E. Fitzgerald,a   Zachary S. Sales,a   Hariharan Venkatesana  and  Neelakandha S. Mania  

* Corresponding authors

a Johnson & Johnson Pharmaceutical Research and Development, L.L.C. 3210 Merryfield Row, San Diego, USA
E-mail: xdeng@its.jnj.com
Fax: +1-858-320-3354
Tel: +1-858-320-3338

Abstract

In our pursuit of an efficient, protecting-group-free synthesis of the dual CCK1/CCK2 receptor antagonist 1, we have developed chemoselective conditions for sulfonamide formation reaction in pure water and a PhNMe2 mediated carboxamide formation, both in the presence of a carboxylic acid. Practical synthesis of an unnatural, chiral β-aryl-α-amino acid is also described.

Graphical abstract: Protecting-group-free synthesis of a dual CCK1/CCK2 receptor antagonist

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Article information

DOI
https://doi.org/10.1039/C0OB01004A
Article type
Paper
Submitted
10 Nov 2010
Accepted
25 Jan 2011
First published
02 Mar 2011

Org. Biomol. Chem., 2011,9, 2654-2660

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Protecting-group-free synthesis of a dual CCK1/CCK2 receptor antagonist

J. Liu, X. Deng, A. E. Fitzgerald, Z. S. Sales, H. Venkatesan and N. S. Mani, Org. Biomol. Chem., 2011, 9, 2654 DOI: 10.1039/C0OB01004A

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