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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 11
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Original Articles

A Simple and Efficient Procedure for the Synthesis of Optically Active 4-Methoxy-α-Methylphenylethylamine from Tyrosine

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Pages 1935-1945 | Received 21 Aug 1997, Published online: 20 Aug 2006

REFERENCES

  • We will soon submit the manuscript related to synthetic studies of TA-2005
  • Murase , K. , Mase , T. , Ida , H. , Takahasi , K. and Murakami , M. 1978 . Chem. Pharm.Bull. , 26 : 1123
  • Nichols , D. E. , Barfknecht , C. F. and Rusterholz , D. B. 1973 . J. Med. Chem. , 16 : 480
  • After finishing our research, Donner B.G. reported a similar conversion of chiral aminoacid to optically active α-methylamines by Raney nickel reduction of N-Boc protected amino acid-derived thioethers. See ref. Donner B. G. Tetrahedron Lett. 1995 36 1223
  • Seki , K. , Koga , K. and Yamada , S. 1967 . Chem. Pharm. Bull. , 15 : 1948
  • The tosylation of (S)-3 by using an usual method (TsCl (1.2eq) / pyridine, 0°C, 1.5hr) gave the desired (S)-4 in lower yield (61.8 %) compared to this PTC method
  • Fujimoto , Y. and Tatsuno , T. 1976 . Tetrahedron Lett. , : 3325
  • Kocovsky , P. and Cerny , V. 1979 . Coll. Czechoslov. Chem. Commun. , 44 : 234
  • The synthetic study for TXA2 antagonists was reported by Kohno H. et al.; See Abstracts Papers of 15th Symposium on Med.Chem. (Osaka, Japan), 1994, pp. 151—152.
  • Wada , H. , Ishii , K. , Tsumagai , N. , Matsuo , M. and Matsumoto , M. 1984 . Japan Kokai , 59 : 76051

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