New Chiral Pyrimidino-Crown Ether Ligands.

Abstract

Two new chiral macrocyclic ligands containing the pyrimidine subcyclic unit (Figure 1) have been prepared. Chiral dimethyl-substituted pyrimidino-crown 1 was prepared from 4-methoxy-5-methyl-2,6-pyrimidinedimethyl ditosylate 3 and chiral dimethyl-substituted tetraethylene glycol. Treatment of dimethyl 4-methoxy-5-methyl-2,6-pyrimidinedicarboxylate 4 with the diamine derivative of chiral dibenzyl-substituted tetraethylene glycol gave the chiral dibenzyl-substituted pyrimidino-crown diamide 2. Starting 4-methoxy-5-methyl-2, 6-pyrimidinedimethanol 11 was prepared by a six step process from acetamidine hydrochloride and diethyl oxalpropionate.

Open PDF

Document Details

Document Type
Technical Report
Publication Date
May 11, 1994
Accession Number
ADA279892

Entities

People

  • J. T. Redd
  • Jerald S. Bradshaw
  • Peter Huszthy
  • Reed Izatt

Organizations

  • Brigham Young University

Tags

Communities of Interest

  • Materials and Manufacturing Processes

DTIC Thesaurus Topics

  • Alcohols
  • Chemical Synthesis
  • Chemistry
  • Crown Ethers
  • Ethers
  • Governments
  • Heterocyclic Compounds
  • Macrocyclic Compounds
  • Mass Spectra
  • Methanols
  • New York
  • Organic Chemistry
  • Pyrimidines
  • Recognition
  • United States
  • Universities

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology