title: An Alternative Approach to Isoganciclovir: A Prominent Impurity in the Antiviral Drug Ganciclovir.
abstract: A simple and efficient process for the preparation of (±)-9-[(2,3-dihydroxypropoxy)methyl]guanine (isoganciclovir) is described. The synthesis features the preparation of a kinetically and thermodynamically controlled acyclic side chain using masked glycerol and methoxymethyl acetate. The unwanted regioisomers were separated through selective crystallization, which upon deprotection yielded isoganciclovir in good yield. The present work explains the preparation of the acyclic side chain in a simple manner without the aid of any preparative column purification or separation technique.
authors.affiliation: Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran (V), Medak District-502 329, Andhra Pradesh, India; Department of Engineering Chemistry, Andhra University College of Engineering (A), Andhra University, Visakhapatnam-530003, Andhra Pradesh, India.
authors.forename: Dhanraj T S S
authors.initials: DT
authors.lastname: Sundaram
authors.affiliation: Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran (V), Medak District-502 329, Andhra Pradesh, India.
authors.forename: Anand G
authors.initials: AG
authors.lastname: Kamat
authors.affiliation: Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran (V), Medak District-502 329, Andhra Pradesh, India.
authors.forename: Koilpillai Joseph
authors.initials: KJ
authors.lastname: Prabahar
authors.affiliation: Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran (V), Medak District-502 329, Andhra Pradesh, India.
authors.forename: Peruri Badarinadh
authors.initials: PB
authors.lastname: Gupta
authors.affiliation: Department of Engineering Chemistry, Andhra University College of Engineering (A), Andhra University, Visakhapatnam-530003, Andhra Pradesh, India.
authors.forename: Battula
authors.initials: B
authors.lastname: Venkateswara Rao
authors.affiliation: Department of Engineering Chemistry, Andhra University College of Engineering (A), Andhra University, Visakhapatnam-530003, Andhra Pradesh, India.
authors.forename: Sanasi
authors.initials: S
authors.lastname: Paul Douglas
keywords: Anti-herpes; Cytomegalovirus; Methoxymethyl acetate; Valganciclovir hydrochloride
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