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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 3, 1973 - Issue 5
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Original Articles

A Convenient and Effective Preparation of Amino Acids from their Hydrohalide Salts

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Pages 343-346 | Received 10 Aug 1973, Published online: 05 Dec 2006

References

  • This study was supported by the National Institutes of Health;
  • Department of Chemistry, McGill University, Montreal, Canada
  • Liwshitz , Y. , Zilkha , A. and Shahak , I. 1965 . J. Org. Chem. , 21 : 1530
  • 1941 . Org. Syntheses 21 Coll. Vol. 1
  • 1943 . ibid. Coll. Vol. 2
  • 1955 . ibid. 813 Coll. Vol 3
  • Fu , S.-C. J. , Reiner , M. and Loo , T. L. 1965 . J. Org. Chem. , : 1277
  • Kaneko , T. , Lee , Y. K. and Hanafusa , T. 1962 . Bull Chem. Soc. Japan , 35 : 875
  • Jorgensen , E. C. and Reid , J. A. W. 1965 . J. Med. Chem. , 8 : 533
  • Plant , G. W. E. 1965 . ibid. , 8 : 554
  • Murray , A. III and Williams , D. L. 1958 . Organic Syntheses with Isotopes 196 New York, N. Y. : Interscience Publishers, Inc. .
  • Greenstein , J. P. and Winitz , M. 1961 . Chemistry of the Amino Acids Vol. 3 , New York, N. Y. : John Wiley and Sons, Inc. .
  • This procedure is very convenient and relatively inexpensive for fully deuterated amino acids since only D2O is required
  • Glycine hydrochloride (1.0 mole) was quantitatively converted to glycine (negative Beilstein)
  • Microanalyses were performed by Micro-Tech Laboratories, Skokie, Illinois. Amino acid hydrohalides were prepared by the method of Liwshitz, et al. (ref. 2), or purchased from Mann Research Laboratories, Inc., New York, N. Y. except 3-methyl aspartate-HCl which was made by a standard esterification procedure
  • 650 A related procedure (ref. 4, p.) for this conversion affords amino acids but in lower yield and purity

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