1 Ocak 2016 Dergi makalesi Açık Erişim

Akbaba, Yusuf; Goksu, Suleyman; Sahin, Ertan; Kilic, Hamdullah; Secen, Hasan

DataCite XML

<?xml version='1.0' encoding='utf-8'?>
<resource xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xmlns="http://datacite.org/schema/kernel-4" xsi:schemaLocation="http://datacite.org/schema/kernel-4 http://schema.datacite.org/meta/kernel-4.1/metadata.xsd">
  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/56325</identifier>
  <creators>
    <creator>
      <creatorName>Akbaba, Yusuf</creatorName>
      <givenName>Yusuf</givenName>
      <familyName>Akbaba</familyName>
    </creator>
    <creator>
      <creatorName>Goksu, Suleyman</creatorName>
      <givenName>Suleyman</givenName>
      <familyName>Goksu</familyName>
      <affiliation>Ataturk Univ, Dept Chem, Fac Sci, Erzurum, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Sahin, Ertan</creatorName>
      <givenName>Ertan</givenName>
      <familyName>Sahin</familyName>
      <affiliation>Ataturk Univ, Dept Chem, Fac Sci, Erzurum, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Kilic, Hamdullah</creatorName>
      <givenName>Hamdullah</givenName>
      <familyName>Kilic</familyName>
      <affiliation>Ataturk Univ, Dept Chem, Fac Sci, Erzurum, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Secen, Hasan</creatorName>
      <givenName>Hasan</givenName>
      <familyName>Secen</familyName>
      <affiliation>Ataturk Univ, Dept Chem, Fac Sci, Erzurum, Turkey</affiliation>
    </creator>
  </creators>
  <titles>
    <title>Synthesis And Asymmetric Resolution Of A Dopaminergic Compound: 2-Amino-5-Methoxyindane</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2016</publicationYear>
  <dates>
    <date dateType="Issued">2016-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/56325</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1016/j.tetasy.2016.04.005</relatedIdentifier>
  </relatedIdentifiers>
  <rightsList>
    <rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
    <rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
  </rightsList>
  <descriptions>
    <description descriptionType="Abstract">The racemic synthesis and subsequent resolution of 2-amino-5-methoxyindane enantiomers were achieved starting from 5-bromoindan-2-ol in six steps with 38% total yield. The first step involved the substitution of the Br atom by using NaOMe in the presence of CuI to afford 5-methoxyindan-2-ol. The OH group of 5-methoxyindan-2-ol was converted into its mesylate ester, which was converted into the corresponding azide by reaction with sodium azide. The Pd C-catalyzed hydrogenation of the azide functional group in the presence of CHCI3, followed by neutralization of the amine hydrochloride salt with NaOH, furnished the rac-2-amino-5-methoxyindane. Next, rac-2-amino-5-methoxyindane was converted into its diastereomeric amide derivatives by reaction with (R)-mandeloyl chloride. The diastereomeric amide mixture was separated by recrystallization to give the (R,S)- and (R,R)-diastereomers. The absolute configuration of the (R,S)-isomer was determined by X-ray crystallography. The hydrolysis of these diastereomers gave (R)- and (S)-2-amino-5-methoxyindane with high enantiopurity. (C) 2016 Elsevier Ltd. All rights reserved.</description>
  </descriptions>
</resource>