Literature DB >> 12153247

Spiro[2.2]pentane as a dissymmetric scaffold for conformationally constrained analogues of glutamic acid: focus on racemic 1-aminospiro[2.2]pentyl-1,4-dicarboxylic acids.

Roberto Pellicciari1, Maura Marinozzi, Emidio Camaioni, Maria del Carmen Nùnez, Gabriele Costantino, Fabrizio Gasparini, Gianluca Giorgi, Antonio Macchiarulo, Natarajan Subramanian.   

Abstract

In search for novel conformationally constrained analogues of L-glutamic acid, a diastereodivergent synthesis of the four 1-aminospiro[2.2]pentyl-1,4-dicarboxylic acid racemic pairs is reported along with their stereochemical assignment, conformational analysis, and preliminary biological evaluation as potential glutamate (ionotropic and metabotropic) ligands.

Entities:  

Mesh:

Substances:

Year:  2002        PMID: 12153247     DOI: 10.1021/jo020138v

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Synthesis of amido-spiro[2.2]pentanes via Simmons-Smith cyclopropanation of allenamides.

Authors:  Ting Lu; Ryuji Hayashi; Richard P Hsung; Kyle A DeKorver; Andrew G Lohse; Zhenlei Song; Yu Tang
Journal:  Org Biomol Chem       Date:  2009-06-19       Impact factor: 3.876

2.  Crystal structure of cis-2-(2-carb-oxy-cyclo-prop-yl)glycine (CCG-III) monohydrate.

Authors:  Sergey Lindeman; Nathaniel J Wallock; William A Donaldson
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-06-24

3.  Stereoselective Synthesis of Polysubstituted Spiropentanes.

Authors:  Yair Cohen; Dor Toledano; Ilan Marek
Journal:  J Am Chem Soc       Date:  2022-09-11       Impact factor: 16.383

4.  Stereocontrolled synthesis of 5-azaspiro[2.3]hexane derivatives as conformationally "frozen" analogues of L-glutamic acid.

Authors:  Beatrice Bechi; David Amantini; Cristina Tintori; Maurizio Botta; Romano di Fabio
Journal:  Beilstein J Org Chem       Date:  2014-05-14       Impact factor: 2.883

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.