Synthesis of (23R)-Calcidiol Lactone (25-Hydroxyvitamin D3 26,23-Lactone)

Chemical and Pharmaceutical Bulletin

Volumn 28, Issue 9, 1980, Pages 2852-2854

  Ikekawa, Nobuo ^a   Hirano, Yutaka ^a   Ishiguro, Masaji ^a   Oshida, Jun ichi ^a   Eguchi, Tadashi ^a   Miyasaka, Satoru ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

22 hydroxycholesterol; 23 hydroxycholesterol; 25 hydroxyvitamin D3 26,23 lactone; calcidiol lactone; metabolite of vitamin D3

Indexed keywords

CALCIDIOL LACTONE; CIRCULAR DICHROISM; DRUG ANALYSIS; DRUG IDENTIFICATION; DRUG STRUCTURE; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; THEORETICAL STUDY;

EID: 0019132192     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.28.2852     Document Type: Article

References (13)

1. Studies on Steroids, Part LXXI, Part LXX: M. Ishiguro, S. Takatsuto, M. Morisaki, and N. Ikekawa, J.C.S. Chem. Comm., in press.
2. J.K. Wichmann, H.F. DeLuca, H.K. Schnoes, R.L. Horst, R.M. Shepard, and N.A. Jorgensen, Biochem., 22, 4755 (1979).
3. R.L. Horst, Biochem. Biophys. Res. Comm., 89, 286 (1979).
4. M. Ishiguro, H. Saito, A. Sakamoto, and N. Ikekawa, Chem. Pharm. Bull., 26, 3715 (1978).
5. M. Anastosia, A. Fiecchi, and A. Sala, J.C.S. Chem. Comm., 1979, 858.
6. P.A. Bartlett and J. Myerson, J. Am. Chem. Soc., 100, 3950 (1978).
7. E.P. Burrows, G.M. Hornby, and E. Caspi, J. Org. Chem., 34, 103 (1969).
8. J.E. van Lier and L.L. Smith, J. Pharm. Sci., 59, 719 (1970).
9. E. Vedejs, D.A. Engler, and J.E. Telschow, J. Org. Chem., 43, 188 (1978).
10. The CD spectrum also supported the configuration at C-23; cf. S. Uyeo, J. Okada, S. Matsunaga, and J.W. Rowe, Tetrahedron, 23, 2859 (1968);
11. F.H. Allen, J.P. Kutney, J. Trotter, and N.D. Westcott, Tetrahedron Lett., 1971, 283;
12. J.A. Edwards, J. Sundeen, W. Salmond, T. Iwadare, and J.H. Fried, Tetrahedron Lett., 1972, 791.
13. J. Oshida, M. Morisaki, and N. Ikekawa, Tetrahedron Lett., 21, 1755 (1980).