Concepedia

A Novel Route to N-Alkylated Derivatives of Aziridine-2-Carboxylic Acid. an Alternative Synthesis of (S,S)-Bz-Azy-Val-OMe

Felix Polyak, T. V. Dorofeeva, R. Sturkovich, YU. SH. GOL'DBERG

Synthetic Communications · 1991 · 10 citations · 4 references

DOI

Concepts

Abstract

Abstract A novel method for N-alkylation of azyridine-2-oarboxylic acid derivatives with benzyl chloride under phase-transfer conditions or using KF/Al2 O3 as a base was developed. The latter variant of this method was applied to carry out the key step of the alternative synthesis of the dipeptide (S,S)-Bz-Azy-Val-OMe.

References

4

Reagents for Organic Synthesis

Richard C. Larock · Journal of Organometallic Chemistry · 1976 · 2.3K citations

, , +5

Studies on Aziridine-2-carboxylic Acid. I. Synthesis of the Optically Active <scp>l</scp>-Aziridine-2-carboxylic Acid and Its Derivatives

Kiichiro Nakajima, Fumiko Takai, Takumi Tanaka et al. · Bulletin of the Chemical Society of Japan · 1978 · 101 citations

, , +7

Studies on Hydroxy Amino Acids. IV. Syntheses of Several Peptides Containing Aziridinecarboxylic Acid Derived from the Corresponding Hydroxy Amino Acid Derivatives

Yasuo Nakagawa, Takashi Tsuno, Kiichiro Nakajima et al. · Bulletin of the Chemical Society of Japan · 1972 · 41 citations

, , +10

Studies on 2-Aziridinecarboxylic Acid. VIII. Total Synthesis of Actinomycin D and Its Serine Analogue <i>via</i> Ring-opening Reaction of 1-Benzyloxycarbonyl-2-aziridinecarboxylic Acid Moiety

Kiichiro Nakajima, Takumi Tanaka, Masahiro Neya et al. · Bulletin of the Chemical Society of Japan · 1982 · 22 citations · Full text

, , +10