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Molecular structure studies of (1S,2S)-2-benzyl-2,3-dihydro-2-(1H-inden-2-yl)-1H-inden-1-ol.

Zhang T, Paluch K, Scalabrino G, Frankish N, Healy AM, Sheridan H - J Mol Struct (2015)

Bottom Line: The single enantiomer (1S,2S)-2-benzyl-2,3-dihydro-2-(1H-inden-2-yl)-1H-inden-1-ol (2), has recently been synthesized and isolated from its corresponding diastereoisomer (1).The molecular and crystal structures of this novel compound have been fully analyzed.The relative and absolute configurations have been determined by using a combination of analytical tools including X-ray crystallography, X-ray Powder Diffraction (XRPD) analysis and Nuclear Magnetic Resonance (NMR) spectroscopy.

View Article: PubMed Central - PubMed

Affiliation: Trino Therapeutics Ltd, The Tower, Trinity Technology and Enterprise Campus, Dublin 2, Ireland ; Novel Drug Discovery Group, School of Pharmacy and Pharmaceutical Sciences & Trinity Biomedical Sciences Institute, Trinity College, Dublin 2, Ireland.

ABSTRACT

The single enantiomer (1S,2S)-2-benzyl-2,3-dihydro-2-(1H-inden-2-yl)-1H-inden-1-ol (2), has recently been synthesized and isolated from its corresponding diastereoisomer (1). The molecular and crystal structures of this novel compound have been fully analyzed. The relative and absolute configurations have been determined by using a combination of analytical tools including X-ray crystallography, X-ray Powder Diffraction (XRPD) analysis and Nuclear Magnetic Resonance (NMR) spectroscopy.

No MeSH data available.


Related in: MedlinePlus

Chemical separation of enantiomers (2) and (3): formations of N-BOC D-phenylalanine derivative of compounds (5) and (6).
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f0100: Chemical separation of enantiomers (2) and (3): formations of N-BOC D-phenylalanine derivative of compounds (5) and (6).

Mentions: This work has been challenged by the need to synthesis and resolve single enantiomeric forms of bioactive compounds. In the current study we report the separation of the single enantiomers (2) and (3) of a potent anti-inflammatory diastereoisomeric mixture (1) [10]. The molecular structure of enantiomer (2) was investigated using its derivative, compound (4) (Scheme 1) and the relative & absolute configurations of enantiomer (2) were also subsequently determined. In this paper, we report the synthetic chemistry including separation of enantiomers (Scheme 2) and indanol esterification (Scheme 3). Single crystal X-ray crystallographic analysis, X-ray Powder Diffraction (XRPD) and Nuclear Magnetic Resonance (NMR) analysis were performed on compound (4).


Molecular structure studies of (1S,2S)-2-benzyl-2,3-dihydro-2-(1H-inden-2-yl)-1H-inden-1-ol.

Zhang T, Paluch K, Scalabrino G, Frankish N, Healy AM, Sheridan H - J Mol Struct (2015)

Chemical separation of enantiomers (2) and (3): formations of N-BOC D-phenylalanine derivative of compounds (5) and (6).
© Copyright Policy - CC BY
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4308634&req=5

f0100: Chemical separation of enantiomers (2) and (3): formations of N-BOC D-phenylalanine derivative of compounds (5) and (6).
Mentions: This work has been challenged by the need to synthesis and resolve single enantiomeric forms of bioactive compounds. In the current study we report the separation of the single enantiomers (2) and (3) of a potent anti-inflammatory diastereoisomeric mixture (1) [10]. The molecular structure of enantiomer (2) was investigated using its derivative, compound (4) (Scheme 1) and the relative & absolute configurations of enantiomer (2) were also subsequently determined. In this paper, we report the synthetic chemistry including separation of enantiomers (Scheme 2) and indanol esterification (Scheme 3). Single crystal X-ray crystallographic analysis, X-ray Powder Diffraction (XRPD) and Nuclear Magnetic Resonance (NMR) analysis were performed on compound (4).

Bottom Line: The single enantiomer (1S,2S)-2-benzyl-2,3-dihydro-2-(1H-inden-2-yl)-1H-inden-1-ol (2), has recently been synthesized and isolated from its corresponding diastereoisomer (1).The molecular and crystal structures of this novel compound have been fully analyzed.The relative and absolute configurations have been determined by using a combination of analytical tools including X-ray crystallography, X-ray Powder Diffraction (XRPD) analysis and Nuclear Magnetic Resonance (NMR) spectroscopy.

View Article: PubMed Central - PubMed

Affiliation: Trino Therapeutics Ltd, The Tower, Trinity Technology and Enterprise Campus, Dublin 2, Ireland ; Novel Drug Discovery Group, School of Pharmacy and Pharmaceutical Sciences & Trinity Biomedical Sciences Institute, Trinity College, Dublin 2, Ireland.

ABSTRACT

The single enantiomer (1S,2S)-2-benzyl-2,3-dihydro-2-(1H-inden-2-yl)-1H-inden-1-ol (2), has recently been synthesized and isolated from its corresponding diastereoisomer (1). The molecular and crystal structures of this novel compound have been fully analyzed. The relative and absolute configurations have been determined by using a combination of analytical tools including X-ray crystallography, X-ray Powder Diffraction (XRPD) analysis and Nuclear Magnetic Resonance (NMR) spectroscopy.

No MeSH data available.


Related in: MedlinePlus