Home | My Profile | Contact Us
Research Trends Products  |   order gateway  |   author gateway  |   editor gateway  
Register | Forgot Password

Author Resources
 Author Gateway
 Article submission guidelines

Editor Resources
 Editor/Referee Gateway

 Regional Subscription Agents/Distributors
Current Topics in Peptide & Protein Research   Volumes    Volume 2 
Studies on the palladium catalyzed synthesis of various N-protected 4-S-t-butyI-L-thiophenylalanine derivatives suitable for use in peptide synthesis
Shyamala Rajagopalan, James R. Broughman Jr., Gary Radke, John M. Tomich
Pages: 159 - 168
Number of pages: 10
Current Topics in Peptide & Protein Research
Volume 2 

Copyright © 1997 Research Trends. All rights reserved

Reaction of N-t-Boc, Z or Fmoc protected 4-iodo-L-phenylalanine with t-BuSH was explored as a direct approach to the preparation of the corresponding novel 4-thiophenylalanine derivatives. It was found that Pd (0), additive, and Et3N are all essential to bring about the desired coupling reaction. Of the two sources of Pd (0) employed, Pd2dba3. CHCl3 was found to be more satisfactory and of the six additives screened DPPF was the most efficient reagent to bring about a clean coupling reaction in 3 h at 70-75 °C. While the t-Boc and Z protected 4-iodophenylalanines provided the corresponding thiophenylalanine derivatives in good yields the Fmoc protected derivative underwent base promoted cleavage of the Fmoc group. However, the desired N-Fmoc protected 4-S-t-butyl thiophenylalanine was obtained from the corresponding Boc-protected thiophenylalanine derivative via a sequential deprotection- reprotection approach. Finally, stability of the S-t-butyl group in these N-protected thiophenylalanine derivatives to the conditions of peptide synthesis was evaluated.
Buy this Article


Buy this article
Buy this volume
Subscribe to this title
Shopping Cart

Quick Links
Search Products
Browse in Alphabetical Order : Journals
Browse by Subject Classification : Journals

Ordering Information Ordering Information
Downloadable forms Downloadable Forms