Skip to main content
Journal ArticleOPEN ACCESS

N-(Fmoc-aα-aminoacyl)benzotriazoles: Versatile synthetic reagents from proteinogenic amino acids

Arkivoc (2009) 2009(8) 47-56
DOI: 10.3998/ark.5550190.0010.805
22Citations
Citations of this article
22Readers
Mendeley users who have this article in their library.

Abstract

N-Fmoc-aα-amino acids were smoothly converted into stable, crystalline N-(Fmoc-aα-aminoacyl)benzotriazoles 2a-r (69-90%). Compounds 2b,g reacted with the chiral derivatizing reagent, (+/-)aα- methylbenzylamine (5 or 6), to afford aα-(N-Fmoc-amino)acid amides 3a,b and 4a,b (average yield 72 %) with no detectable racemization.

Author supplied keywords

References Powered by Scopus

The Use of Esters of N-Hydroxysuccinimide in Peptide Synthesis

Journal of the American Chemical Society
1270Citations
N/AReaders
Get full text

Recent development of peptide coupling reagents in organic synthesis

Tetrahedron
732Citations
N/AReaders
Get full text

N-acylbenzotriazoles: Neutral acylating reagents for the preparation of primary, secondary, and tertiary amides

Journal of Organic Chemistry
252Citations
N/AReaders
Get full text
View more at Scopus

Cited by Powered by Scopus

Peptide coupling reagents, more than a letter soup

Chemical Reviews
1004Citations
N/AReaders
Get full text

Green metrics in mechanochemistry

Chemical Society Reviews
81Citations
N/AReaders
Get full text

Chiral acylation with N-(Protected a-Aminoacyl)benzotriazoles for advantageous syntheses of peptides and peptide conjugates

Synlett
50Citations
N/AReaders
Get full text
View more at Scopus

Register to see more suggestions

Mendeley helps you to discover research relevant for your work.

Already have an account?

Cite

CITATION STYLE

APA

Katritzky, A. R., Singh, A., Haase, D. N., & Yoshioka, M. (2009). N-(Fmoc-aα-aminoacyl)benzotriazoles: Versatile synthetic reagents from proteinogenic amino acids. Arkivoc, 2009(8), 47–56. https://doi.org/10.3998/ark.5550190.0010.805

Readers' Seniority

Tooltip

PhD / Post grad / Masters / Doc 10

56%

Professor / Associate Prof. 4

22%

Researcher 4

22%

Readers' Discipline

Tooltip

Chemistry 19

95%

Pharmacology, Toxicology and Pharmaceut... 1

5%

Save time finding and organizing research with Mendeley

Sign up for free