Synthesis and Conformational Analysis of the First 3-Oxa-7-thia-1- r-azabicyclo[3.3.0]-c-5-octane Single Functionalised at the C-5 Position

Title: Synthesis and Conformational Analysis of the First 3-Oxa-7-thia-1- r-azabicyclo[3.3.0]-c-5-octane Single Functionalised at the C-5 Position

Volume: 7 Issue: 4

Author(s): Andrada But, Pedro Lameiras, Ioan Silaghi-Dumitrescu, Carmen Batiu, Sophie Guillard, Yvan Ramondenc and Mircea Darabantu

Affiliation:

Keywords: Cysteinols, 1,3-oxazolines, NMR, serinols, thionation

Abstract: Starting from TRIS [2-amino-2-(hydroxymethyl)propane-1,3-diol] via its thia analogue, 2-amino-2- (mercaptomethyl)propane-1,3-diol double cyclocondensation with formaldehyde, we report a four steps synthesis of the first term in the title series of compounds, bearing the exploitable hydroxymethyl functionality at the C-5 position. Conformational analysis is discussed based on DFT calculations and 1H-DNMR.

Cite this article as:

But Andrada, Lameiras Pedro, Silaghi-Dumitrescu Ioan, Batiu Carmen, Guillard Sophie, Ramondenc Yvan and Darabantu Mircea, Synthesis and Conformational Analysis of the First 3-Oxa-7-thia-1- r-azabicyclo[3.3.0]-c-5-octane Single Functionalised at the C-5 Position, Letters in Organic Chemistry 2010; 7 (4) . https://dx.doi.org/10.2174/157017810791130658