Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 1
32
Views
2
CrossRef citations to date
0
Altmetric
Original Articles

C-Acylation of Hippurate and Related Esters Utilizing Multiple Anion Intermediates and Ethyl 4-Aminobenzoate

, , , &
Pages 63-69 | Received 02 Aug 1989, Published online: 24 Oct 2006

References

  • Beam , C. F. , Dyer , M. C. D. , Schwarz , R. A. and Hauser , C. R. 1970 . J. Org. Chem. , 35 : 1086
  • Perkins , M. , Beam , C. F. and Hauser , C. R. 1975 . Org. Syn. , 55 : 39
  • Fulmer , T. D. , Dasher , L. P. , Bobb , B. L. , Wilson , J. D. , Sides , K. L. and Beam , C. F. 1980 . J. Heterocycl. Chem. , 17 : 799
  • Foote , R. S. , Beam , C. F. and Hauser , C. R. 1970 . J. Heterocycl. Chem. , 7 : 589
  • Beam , C. F. , Foote , R. S. and Hauser , C. R. 1972 . J. Heterocycl. Chem. , 9 : 183
  • Sandifer , R. M. , Davis , S. E. and Beam , C. F. 1976 . Synthetic Communications , 6 : 5
  • Beam , C. F. , Hall , H. L. , Huff , A. M. , Tummons , R. C. and O'Grady , S. A. 1984 . J. Heterocycl. Chem. , 21 : 1987
  • Sandifer , R. M. , Shaffer , L. M. , Hollinger , W. M. , Reames , D. C. and Beam , C. F. 1976 . J. Heterocycl. Chem. , 13 : 607
  • Beam , C. F. , Reames , D. C. , Dasher , C. E. , Harris , L. W. , Hollinger , W. M. , Shealy , N. L. , Sandifer , R. M. , Perkins , M. and Hauser , C. R. 1975 . J. Org. Chem. , 40 : 514
  • Mack , H. M. , Davis , E. A. , Kadkhodayan , B. , Taylor , R. A. , Duncan , D. C. and Beam , C. F. 1987 . J. Heterocycl. Chem. , 24 : 1773
  • Fulmer , T. D. , Dasher , L. P. , Bobb , B. L. , Wilson , J. D. , Sides , K. L. and Beam , C. F. 1980 . J. Heterocycl. Chem. , 17 : 799
  • Livingston , M. J. , Chick , M. F. , Shealy , E. O. and Beam , C. F. 1982 . J. Heterocycl. Chem. , 27 : 475
  • Duncan , D. C. , Trumbo , T. A. , Almquist , C. D. , Lentz , T. A. and Beam , C. F. 1987 . J. Heterocycl. Chem. , 24 : 555
  • Harding , K. E. , Moreno , L. N. and Vance , V. M. 1981 . J. Org. Chem. , 46 : 2809
  • Shanzer , A. , Somekh , L. and Butina . 1979 . J. Org. Chem. , 44 : 3967
  • Maria , T. , Takave , S. , Maeda , S. , Matsutoto , K. , Takashima , K. , Mori , M. and Takeyama , S. 1986 . J. Med. Chem. , 29 : 333
  • Krapcho , A. P. and Dundulis , E. A. 1976 . Tetrahedron Lett. , : 2205
  • Jameson , W. D. and Taylor , A. 1986 . Can. J. Chem. , 64 : 277 The Schotten-Baumann reaction of acid chloride with alanine, phenylalanine or tyrosine for routine preparation of N-aroylamino acids was followed by transformation of the respective acid to its ethyl ester (utilizing excess ethanol and acid catalyst … not azeotropic method). Also, this procedure was utilized for the condensation ethyl glycinate hydrochloride with aroyl chlorides. See, O. L. Mndzhoyan and D. A. Daloglayn, Arm. Khim. Zh., 1973, 26, 675; R. W. Holley, J. Amer. Chem. Soc., 1955, 77, 2552; M. L. Bender and B. W. Turnquest, Ibid., 1955, 77, 4271; H. Rohnert, Arch. Pharm., 1959, 292, 671; R. M. Acheson, D. A. Booth, R. Brettle and A. M. Harris, J. Chem. Soc., 1960, 3457
  • Proton magnetic resonance spectra were obtained with a Varian Associates, EM 360 L NMR Spectrometer
  • Gledhill , A. P. , McCall , C. J. and Threadgill , M. D. 1986 . J. Org. Chem. , 51 : 3200

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.