460751-69-3

Usage

Uses

Used in Pharmaceutical Industry:
(S)-N-(fluoren-9-ylmethoxycarbonyl)-5-methoxy-tryptophan is used as a building block in the synthesis of complex peptides and pharmaceuticals. Its unique structure allows for the development of new biologically active compounds with potential therapeutic applications.
Used in Peptide Synthesis Research:
In the field of peptide synthesis research, (S)-N-(fluoren-9-ylmethoxycarbonyl)-5-methoxy-tryptophan serves as a valuable component for studying the mechanisms and techniques involved in the assembly of peptide chains. Its presence can provide insights into the efficiency and selectivity of the synthesis process.

Upstream product

• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 102774-86-7 9-fluorenylmethyl N-succinimidyl carbonate 
• 25197-96-0 5-methoxy-DL-tryptophan 

Relevant academic research and scientific papers

A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues

A facile route has been established for the synthesis of indole-substituted (S)-tryptophans from corresponding indoles, which utilizes a chiral auxiliary-facilitated Strecker amino acid synthesis strategy. The chiral auxiliary reagents evaluated were (S)-methylbenzylamine and related derivatives. To illustrate the robustness of the method, eight optically pure (S)-tryptophan analogues were synthesized, which were subsequently used for the convergent synthesis of a potent antibacterial agent, argyrin A and its analogues.

The facile synthesis of a series of tryptophan derivatives

This study reports a facile method for the synthesis of a variety of 5- and 6-substituted tryptophan derivatives that are difficult to prepare using alternative enzymatic approaches. Acylation of an activated amino acid, derived from serine in situ, is coupled with an enzymatic resolution step to furnish enantiopure analogues bearing a range of electron withdrawing and releasing substituents. Isolation of a dehydroalanine derivative as a by-product from some reactions provides some insights into the likely mechanism of the reaction.