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A Novel Method of Diastereomeric Resolution of R-Phenyl Alanine-S-Mandelate from the Racemic Mixture

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1TitleTitle of DocumentA Novel Method of Diastereomeric Resolution of R-Phenyl Alanine-S-Mandelate from the Racemic Mixture
2CreatorAuthor's name, affiliation, country USHA S* and CHARLES KANAKAM CHRISTOPHER
Department of Chemistry, Sri Sairam Engineering College, Chennai-600044, India
Department of Chemistry, Presidency College, Chennai-600005, India
3SubjectDicipline(s) Chemical Science
3SubjectKeywords BLPAMA, RPASMA, Diastereomeric isolation, SHG, NLO activity
4DescriptionAbstract The diastereomeric separation of racemic mixture of (R,S) mandelic acid using R-Phenyl alanine was carried out using the hydrolysis of the amino acid complex bis-L-phenyl alanine mandelate (BLPAMA), by refluxing with methanol. Resultant clear solution was allowed for slow evaporation and obtained the diastereomeric crystalline material R-Phenyl alanine-S-mandelate (RPASMA), homogenous on TLC and having sharp melting point. The purity of diastereomer was confirmed by the characteristic studies, thermal study and single crystal XRD study. The inter molecular and intra molecular hydrogen bonding present in the title compound, the high thermal stability and the presence of non- centerosymmetric space group C2 indicates the compound can be used for optical device applications. The title compound showed second harmonic generation (SHG) and NLO activity twice that of standard KDP. The optical rotation and mass spectral analysis confirms the isolation of novel diastereomer.
5PublishersOrganizing agency, location WWW Publications, India
6Contributor Sponsor(s) -
7DateDate (YYYY-MM-DD) -
8TypeStatus & genre Peer-reviewed Article
8TypeType
9FormateFile Formate PDF
10IdentifierUniform Resource Identifier Click Here
10IdentifierDigital Object Identifier
11SourceJournal/conference title; vol., no. (Year)Chemical Science Transactions, Volume  5 , Number  (3), (2016)
12LanuguageEnglish=en en
13RelationSupp.files
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15CopyrightCopyright and permissions
Chemical Science Transactions | Chem Sci Trans | CST | Online Chemistry Journal | Open Access
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