Benzotriazol-1-yl Diethyl Phosphate and Benzotriazol-1-yl Diphenyl Phosphate. New Convenient Reagents for the Peptide Synthesis

doi:10.1002/CHIN.198823308

Paper

Benzotriazol-1-yl Diethyl Phosphate and Benzotriazol-1-yl Diphenyl Phosphate. New Convenient Reagents for the Peptide Synthesis

Published Jun 7, 1988 · Seung Ill Kim, H. Chang, Yoon‐Joo Ko

Bulletin of The Korean Chemical Society

Q2 SJR score

2

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0

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Abstract

Benzotriazol-1-yl Diethyl phosphate and benzotriazol-1-yl diphenyl phosphate were conveniently prepared in essentially quantitative yields by the reaction of diethyl chlorophosphate and diphenyl chlorophosphate with equal amounts of 1-hydroxybenzotriazole and triethylamine in tetrahydrofuran at room temperature, respectively. Benzotriazol-1-yl diethylphosphate was effective for the preparation of amides from carboxylic acids amines. Young test and Anderson test for racemization studies using benzotriazol-1-yl diethyl phosphate were investigated and practically no racemization occurred. However, racemization occurred to some extent during coupling of Z-Phe-Val-OH with Pro-OBu. Several dipeptides and tripeptides were prepared without little racemization using benzotriazol-1-yl diethyl phosphate. Benzotriazol-1-yl diphenyl phosphate was less effective than benzotriazol-1-yl diethyl phosphate in terms of the degree of racemization.

Study Snapshot

Benzotriazol-1-yl diethyl phosphate is a convenient reagent for peptide synthesis, with minimal racemization and potential applications in pharmaceutical research.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Paper

Benzotriazol-1-yl Diethyl Phosphate and Benzotriazol-1-yl Diphenyl Phosphate. New Convenient Reagents for the Peptide Synthesis

References

Citations

Design and Synthesis of New 4-Alkylthio Monocyclic β-Lactams

New 4-alkylthio monocyclic -lactams 2a and 3a were designed and synthesized, containing all of the substructures provided by penicillins' cleavage, and could serve as valuable intermediates for the development of new monocyclic -lactams

Amide bond formation: beyond the myth of coupling reagents.

Recent developments in coupling reagents demystify the process, allowing chemists to make informed choices for amide bond formation in organic synthesis.