A facile Synthesis of [2, 7, 12, 18-tetramethyl-3, 8-bis (-1-hydroxy ethyl)-13, 17-dicarboxy ethyl]-porphyrin
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O629.9

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    Abstract:

    protoporhyrin(2) was prepared by the demetalation reaction of hemin using HCOOH-Fe powder in formic acid. And [2, 7, 12, 18-tetramethyl-3, 8-bis (-1-hydroxy ethyl)-13, 17-dicarboxy ethyl]-porphyrin (hemato- porphyrin) was prepared through a “one pot” reaction of a HBr-acetic acid addition reaction and a OH- nucleophilic substitution reaction from protoporphyrin without purifying of the intermediate. The total yield of (3) is 90.6%. The effects of temperature, time and the dosage of reducing agent to (2) and the effect of pH and time to the yield of (3) were studied. The reasults show that the yield of (2) reaches a maximum of 98.3% in the molar ratio of hemin to Fe powder 1:1 and the the temperature of 120?C and the optimal reaction pH and reaction time are 10 and 6 h respectively with the yield of 92.1% in synthesis of product (3). The target products were characterized with ESI-MS, FT-IR and 1HNMR.

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History
  • Received:July 28,2010
  • Revised:October 27,2010
  • Adopted:November 08,2010
  • Online: January 10,2011
  • Published:
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