Synthesis of constrained aromatic β2,3,3-amino alcohol scaffolds -: Precursors of non-proteinogenic phenylalanine for peptidomimetics

被引：8

作者：

Bhella, Surinderjit Singh ^{[1
]}

Ishar, Mohan Paul S. ^{[1
]}

Singh, Gajendra ^{[1
]}

Singh, Rajinder ^{[1
]}

Singh, Gurpinder ^{[1
]}

Raj, Tilak ^{[1
]}

机构：

[1] Guru Nanak Dev Univ, Dept Pharmaceut Sci, Bioorgan & Photochem Lab, Amritsar 143005, Punjab, India

来源：

CANADIAN JOURNAL OF CHEMISTRY | 2008年 / 86卷 / 05期

关键词：

beta(2,3,3)-amino alcohol; peptidomimetics; building blocks; isoxazolidines; reductive cleavage; ammonium formate;

D O I：

10.1139/V08-042

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Novel constrained beta(2,3,3)-amino alcohol scaffolds (11a-11e) with varied substitution patterns have been synthesized by reductive cleavage of the N-O bond of isoxazolidines (10a-10e) derived from intramolecular 1,3-dipolar cycloadditions. A number of methods were probed for reductive cleavage, however, better results were obtained with ammonium formate in the presence of Pd/C or Zn as compared to Zn/acetic acid. The obtained scaffolds (11a-11e) can serve as valuable building blocks for peptidomimetics.

引用

页码：451 / 455

页数：5

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