O-Ethyl S-{(S)-1-oxo-1-[(R)-2-oxo-4-phenyl-oxazolidin-3-yl]propan-2-yl} carbonodi-thio-ate.

Acta Crystallogr Sect E Struct Rep Online

Área Académica de Química, Universidad Autónoma del Estado de Hidalgo, Carretera Pachuca-Tulancingo Km. 4.5, Mineral de La Reforma, Hidalgo, CP 42076, Mexico.

Published: May 2014


Category Ranking

98%

Total Visits

921

Avg Visit Duration

2 minutes

Citations

20

Article Abstract

In the title compound, C15H17NO4S2, synthesized by addition of O-ethylxanthic acid potassium salt to a diastereomeric mixture of (4R)-3-(2-chloro-propano-yl)-4-phenyl-oxazolidin-2-one, the oxazolidinone ring has a twist conformation on the C-C bond. The phenyl ring is inclined to the mean plane of the oxazolidinone ring by 76.4 (3)°. In the chain the methine H atom is involved in a C-H⋯S and a C-H⋯O intra-molecular inter-action. In the crystal, mol-ecules are linked by C-H⋯π inter-actions, forming chains along [001]. The S configuration at the C atom to which the xanthate group is attached was determined by comparison to the known R configuration of the C atom to which the phenyl group is attached.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011202PMC
http://dx.doi.org/10.1107/S1600536814007636DOI Listing

Publication Analysis

Top Keywords

oxazolidinone ring
8
configuration atom
8
group attached
8
o-ethyl s-{s-1-oxo-1-[r-2-oxo-4-phenyl-oxazolidin-3-yl]propan-2-yl}
4
s-{s-1-oxo-1-[r-2-oxo-4-phenyl-oxazolidin-3-yl]propan-2-yl} carbonodi-thio-ate
4
carbonodi-thio-ate title
4
title compound
4
compound c15h17no4s2
4
c15h17no4s2 synthesized
4
synthesized addition
4

Similar Publications

Dipole-dipole interactions arising from polar side chains are known to modify polymer properties (e.g., thermal, rheological) compared to their nonpolar analogues.

View Article and Find Full Text PDF

We report a stereocontrolled method for synthesizing 2-amino ethers via the acid-catalyzed ring-opening of oxazolidinone-fused aziridines with alcohols. Mono-, di-, and trisubstituted aziridines all participate in this transformation, with the substitution pattern and the class of alcohol significantly influencing the outcome. High diastereoselectivity was observed with primary and secondary alcohols, while tertiary alcohols often led to elimination or epimerization, depending on the aziridine substrate.

View Article and Find Full Text PDF

This study disclosed the synthesis and characterization of a series of copper -heterocyclic carbene (NHC) complexes incorporating an indole skeleton. Among these complexes, the Cu-NHC complex with a -methoxyphenyl group on the indole ring exhibited stability in air for up to six months. In contrast, Cu-NHC complexes bearing alkyl groups on the indole ring were stable under a nitrogen atmosphere for one month.

View Article and Find Full Text PDF

The fabrication of metalloenzyme-mimetic artificial catalyst is a promising approach to achieve maximum catalytic efficiency, but the rational integration of sophisticatedly optimized primary catalytic sites (PCS) and secondary coordination spheres (SCS) for specific transformation poses a grand challenge. Here in this work, we report the tailored engineering of Cu PCS and perfluoroalkyl SCS onto a zirconium-based framework [UiO-67-(BPY-Cu)-F ( = 3, 5, 7, 11)] [BPY = 2,2'-bipyridine-5,5'-dicarboxylate] that can be utilized in the highly efficient carboxylic cyclization reaction between propargylamines and flue gas CO. The perfluoroalkyl groups act as tunable SCS that can facilely adjust the surface electronegativity, hydrophobicity, as well as the CO affinity and water vapor-resistance by simply varying the chain length.

View Article and Find Full Text PDF

Enhanced skin adhesion of transdermal drug delivery systemviaa semi-IPN strategy:in vitro/in vivoevaluation and drug release mechanism.

Colloids Surf B Biointerfaces

August 2025

Department of Pharmaceutical Sciences, College of Pharmacy, Beihua University, Jilin 132013, PR China. Electronic address:

Pressure-sensitive adhesives (PSAs) used for transdermal patches often present mechanical issues that lead to cold flow phenomena, patch shifting, and disrupt dose precision while creating an unwanted "dark ring" effect. Semi-interpenetrating network (semi-IPN) PSAs were synthesized in this study, which enhanced cohesion and reduced cold flow by integrating a cross-linked network into a linear polymer matrix to enhance structural integrity. Meanwhile, rivastigmine, etodolac, ketoprofen, propranolol, pirfenidone, and zolmitriptan were used to evaluate drug release rates from the semi-IPN PSA.

View Article and Find Full Text PDF