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 Citations (Scopus)

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
StatePublished - Dec 1997

Fingerprint

Ethylene Glycol
Polyethylene glycols
Polymers
Derivatives
Molecules
methodology
ethylene
functional group
polymer
Functional groups
t-butyloxycarbonyl group
product
method

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics

Cite this

Synthesis of monoprotected derivatives of homo-bifunctional molecules. / Ehteshami, Gholam R.; Sharma, Shub D.; Porath, Jerker; Guzman, Roberto Z.

In: Reactive and Functional Polymers, Vol. 35, No. 3, 12.1997, p. 135-143.

Research output: Contribution to journalArticle

Ehteshami, GR, Sharma, SD, Porath, J & Guzman, RZ 1997, 'Synthesis of monoprotected derivatives of homo-bifunctional molecules', Reactive and Functional Polymers, vol. 35, no. 3, pp. 135-143.
Ehteshami, Gholam R. ; Sharma, Shub D. ; Porath, Jerker ; Guzman, Roberto Z. / Synthesis of monoprotected derivatives of homo-bifunctional molecules. In: Reactive and Functional Polymers. 1997 ; Vol. 35, No. 3. pp. 135-143.
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