Two convergent approaches to the synthesis of 1,25-dihydroxy 2-(3-hydroxypropoxy)vitamin D3 (ED-71) by the lythgoe and thf trost coupling reactions

Heterocycles

Volumn 70, Issue , 2006, Pages 295-307

  Maeyama, Junji ^a   Hiyamizu, Hiroko ^a   Takahashi, Keisuke ^a   Ishihara, Jun ^a   Hatakeyama, Susumi ^a   Kubodera, Noboru ^b  

^a NAGASAKI UNIVERSITY   (Japan)

^b CHUGAI PHARMACEUTICAL CO LTD   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33947697258     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-06-s(w)23     Document Type: Article

References (20)

1. Bouillon R., Okamura W.H., and Norman A. Endocrine Rev. 16 (1995) 200
2. Posner G.H., and Kahraman M. Overview: Rational Design of 1,25-Dihydroxyvitamin D3 Analogs (Deltanoids). Vitamin D Second Edition. In: Feldman D., Pike J.W., and Gloneux F.H. (Eds) (2005), Elsevier Academic Press, Burlington 1405-1422
3. Miyamoto K., Murayama E., Ochi K., Watanabe H., and Kubodera N. Chem. Pharm. Bull. 41 (1993) 1111
4. Ono Y., Watanabe H., Shiraishi A., Takeda S., Higuchi Y., Sato K., Tsugawa N., Okano T., Kobayashi T., and Kubodera N. Chem. Pharm. Bull. 45 (1997) 1626
5. Ono Y., Kawase A., Watanabe H., Shiraishi A., Takeda S., Higuchi Y., Sato K., Yamauchi T., Mikami T., Kato M., Tsugawa N., Okano T., and Kubodera N. Bioorg. Med. Chem. 6 (1998) 2517
6. Okano T., Tsugawa N., Masuda S., Takeuchi A., Kobayashi T., Takita Y., and Nishii Y. Biochem. Biophys. Res. Commun. 163 (1989) 1444
7. Kobayashi T., Okano T., Tsugawa N., Murano M., Masuda S., Takeuchi A., Sato K., and Nishii Y. Bioorg. Med. Chem. Lett. 3 (1993) 1815
8. Kubodera N., Tsuji N., Uchiyama Y., and Endo K. J. Cell Biochem. 88 (2003) 286
9. Matsumoto T., Miki T., Hagino H., Sugimoto T., Okamoto S., Hirota T., Tanigawara Y., Hayashi Y., Fukunaga M., Shiraki M., and Nakamura T. J. Clin. Endocrinol. Metab. 90 (2005) 5031
10. Miyamoto K., Kubodera N., Murayama E., Ochi K., Mori T., and Matsunaga I. Synth. Commun. 16 (1986) 513
11. Baggiolini E.G., Iacobelli J.A., Hennessy B.M., Batcho A.D., Sereno J.F., and Uskokovic M.R. J. Org. Chem. 51 (1986) 3098
12. Hatakeyama S., Kawase A., Uchiyama Y., Maeyama J., Iwabuchi Y., and Kubodera N. Steroids 66 (2001) 267
13. Hatakeyama S., Irie H., Shintani T., Noguchi Y., Yamada H., and Nishizawa M. Tetrahedron 50 (1994) 13369
14. Nicolaou K.C., Papahatjis D.P., Claremon D.A., Magolda R.L., and Dolle R.E. J. Org. Chem. 50 (1985) 1440
15. Mitsunobu O. Synthesis (1981) 1
16. Hatakeyama S., Sugawara K., Numata H., and Takano S. J. Org. Chem. 56 (1991) 461
17. A part of the present report has been appeared, see. Hatakeyama S., Ikeda T., Maeyama J., Esumi T., Iwabuchi Y., Irie H., Kawase A., and Kubodera N. Bioorg. Med. Chem. Lett. 7 (1997) 2871
18. Kubodera N. J. Syn. Org. Chem. Jpn. 63 (2005) 728
19. Trost B.M., and Dumas J. J. Am. Chem. Soc. 114 (1992) 1924
20. Trost B.M., Dumas J., and Villa M. J. Am. Chem Soc. 114 (1992) 9836