A General Approach to Optically Pure, α-Methyl Non-Natural Amino Acids: Enabling Unique Peptides as Drug Candidates

被引：1

作者：

Passley, Kyle D. ^{[1
]}

Ruble, J. Craig ^{[2
]}

Kerr, Mark S. ^{[3
]}

Organ, Michael G. ^{[1
]}

机构：

[1] Univ Ottawa, Ctr Catalysis Res & Innovat CCRI, Dept Chem & Biomol Sci, Ottawa, ON K1N 6N5, Canada

[2] Eli Lilly & Co, Lilly Corp Ctr, Discovery Chem Res & Technol, Indianapolis, IN 46285 USA

[3] Eli Lilly & Co, Lilly Corp Ctr, Synthet Mol Design & Dev, Indianapolis, IN 46285 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 05期

基金：

加拿大自然科学与工程研究理事会;

关键词：

REAGENTS; BASE;

D O I：

10.1021/acs.joc.3c02677

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An alpha-methyl, non-natural amino acid (NNAA) building block equipped with an alkyl halide tail that could be readily transformed into an organozinc was prepared. This single organometallic was cross-coupled to an array of heterocyclic electrophiles using the Pd-PEPPSI-IHept(Cl) catalyst to produce a wide selection of optically pure alpha-methyl NNAAs. With these in hand, non-natural peptides are being produced for evaluation in a variety of therapeutic areas in drug discovery.

引用

页码：3211 / 3213

页数：3

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