Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 7, 1977 - Issue 3
16
Views
3
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis of New 7,13-Dithiaprostaglandins

, , &
Pages 169-177 | Received 21 Jan 1977, Published online: 23 Oct 2006

References

  • Bernardy , K. F. , Poletto , J. F. and Weiss , M. J. 1975 . Tetrahedron Lett. , : 765
  • Fried , J. , Mehra , M. M. and Chan , Y. Y. 1974 . J. Amer. Chem. Soc. , 96 : 6759
  • Vlattas , I. and Della Vecchia , L. 1974 . Tetrahedron Lett. , 4267 : 4459 I. Vlattas, L. Della Vecchia, and A. O. Lee, J. Amer. Chem. Soc., 98, 2008 (1975).
  • Harrison , I. T. , Taylor , R. J. K. and Fried , J. H. 1975 . Tetrahedron Lett. , : 1165
  • Merck and Co. Belgium Pat, 828925, 1975.
  • Nelson , N. A. , Jackson , R. W. , Au , A. T. , Mynalda , D. J. and Nishizawa , E. E. 1975 . Prostaglandins , 10 : 795
  • Fried , J. , Mehra , N. M. and Kao , W. L. 1971 . J. Amer. Chem. Soc. , 93 : 5594 and references sited therein.
  • Vlattas , I. and Della Vecchia , L. 1974 . Tetrahedron Lett. , : 4455 D. K. Dikshit, R. S. Kapil, and N. A. Nand, Indian J. Chem., 13, 1353 (1975).
  • Himizu , S. , Harigaya , A. , Ishida , K. , Yoshikawa and Sato , M. German Patent, 2229225;F. M. Hauser and R. C. Huffman, Tetrahedron Lett., 905 (1974).
  • Harrison , I. T. , Taylor , R. J. and Fried , J. H. 1974 . ibid. , : 2733 I. Vlattas and A. O. Lee, ibid., 4451 (1974); G. J. Lourens and J. M. Koekemoer, ibid., 3715, 3719 (1975); S. Honessian, P. Dextraze, A. Fougerousse, and Y. Guidon, ibid., 3983 (1974).
  • Bruin , J. W. , de Koning , H. and Huisman , H. O. 1975 . ibid. , : 4599 G. Bollinger and J. M. Muchowski, ibid., 2931 (1975); Tanabe Pharm. Co., Japan Kokai, 51–1461, 51–1460, 51–127068.
  • Rozing , G. P. , Moinat , T. J. H. , de Koning , H. and Huisman , H. O. 1976 . Heterocycles , 4 : 719
  • Scribner , R. M. 1976 . Tetrahedron Lett. , : 3853
  • Harrison , I. T. and Fletcher , V. R. 1974 . ibid. , : 2729
  • Bender , A. D. , Boerkoff , C. E. , Groves , W. G. , Sofranko , L. M. , Wellman , G. R. , Jih-Hua , Liu , Begosh , P. P. and Horodniak , J. W. 1975 . J. Med. Chem. , 18 : 1094
  • Scribner , R. M. German Patent, 2323193; 2451160
  • Ditezet , G. 1976 . Belgium Patent , : 828994
  • Ambrus , G. and Barta , I. 1975 . Prostaglandins , 10 : 661
  • Fried , J. , Lin , C. , Mehra , M. M. , Kao , W. and Dalven , P. 1971 . Ann. N. Y. Acad. Sci. , 180 : 38
  • Kurozumi , S. , Toru , T. , Kobayashi , M. and Hashimoto , Y. Chemistry Lett. , submitted to
  • Tanaka , T. , Kurozumi , S. , Toru , T. , Miura , S. , Kobayashi , M. and Ishimoto , S. 1976 . Tetrahedron , 32 : 1713
  • Kurozumi , S. , Toru , T. , Tanaka , T. , Kobayashi , M. , Miura , S. and Ishimoto , S. 1976 . Tetrahedron Lett. , : 4091
  • Kuwajima , I. , Murofushi , T. and Nakmura , E. 1976 . Synthesis , : 602
  • This type of compound could be isolated by dry column chromatography with ca. 90% purity which could be estimated by nmr measurement; 8b, nmr (CCl4, δ) 0.90 (3H), 1.2–2.0 (16H), 2.0–2.9 (11H), 3.05 (1H), 3.60 (3H).
  • This isomer was found to be contaminated with reduction product of 2-alkylthiocyclopent-2-en-1-one.
  • Wigfield , D. C. and Phelps , D. J. 1976 . J. Org. Chem. , 41 : 2396 and references cited therein.
  • Configuration of this isomer was tentatively assigned to the following structure.
  • The product consisted of three isomers.
  • The product showed two spots by tlc analysis.

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.