Synthesis of monoprotected derivatives of homo-bifunctional molecules

Gholam R. Ehteshami, Shub D. Sharma, Jerker Porath, Roberto Z. Guzman

Research output: Contribution to journalArticle

8 Scopus citations

Abstract

Selective derivatization of one of the two functional groups in a symmetrical homo-bifunctional molecule is always an uphill synthetic task. A novel method for synthesis of mono-protected homo-bifunctional poly(ethylene glycol) (PEG) is described in this work. The methodology utilizes a combination of two protecting groups that are orthogonal to each other for the introduction of one of these groups into symmetrical homo-bifunctional PEG polymers. Different well-known protecting groups, namely the carbobenzyloxy (Z) and the t-butyloxycarbonyl (Boc) groups, have been evaluated for this particular purpose. The approach appears to be straightforward in terms of separation of desired products from other non-desirable products or reactants. The methodology described here might be applicable to any symmetrical homo-bifunctional molecular substance and for synthesis of its corresponding monoprotected derivatives.

Original languageEnglish (US)
Pages (from-to)135-143
Number of pages9
JournalReactive and Functional Polymers
Volume35
Issue number3
DOIs
StatePublished - Dec 1997

Keywords

  • Hetero-bifunctional
  • Homo-bifunctional
  • Monoprotection
  • PEG

ASJC Scopus subject areas

  • Chemistry(all)
  • Environmental Chemistry
  • Biochemistry
  • Chemical Engineering(all)
  • Polymers and Plastics
  • Materials Chemistry

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