Vitamin D.sup.3 derivative and production process thereof

Details Vitamin D.sup.3 derivative and production process thereof Vitamin D.sup.3 derivative and production process thereof

1997-11-14

1999-11-16

Owens, Amelia

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549214, 549313, 549323, C07D30733, C07F 708

Patent

active

059861126

ABSTRACT:
A vitamin D.sub.3 derivative represented by the following formula: wherein, R is, independently, a hydrogen atom, tri(C.sub.1 to C.sub.7 hydrocarbon)silyl group, C.sub.2 to C.sub.8 acyl group, or group forming an acetal bond together with an oxygen atom of a hydroxyl group, A is ##STR1## where, R.sup.1 is a methyl group or methylene group, and when R.sup.1 is a methylene group, the bond between the R.sup.1 and the 3-position of the lactone ring is a double bond, R.sup.2 is a hydrogen atom or C.sub.1 to C.sub.3 alkyl group, R.sup.3 is a hydrogen atom, or R.sup.2 and R.sup.3 together indicate a substitutable single methylene group.

REFERENCES:
Total Synthesis of 1.alpha., 25(R)-Dihydroxy Vitamin D3 26,23(s)-Lactone (Calcitriol Lactone) a Natural Metabolite of Vitamin D3., Journal of Organic Chemistry, vol. 48, No. 23, 1983 pp. 4433-4436.
New Strategy for the Total Synthesis of 1.alpha-hydroxyvitamin D Derivatives, Journal of the American Chemical Society, Feb. 26, 1992, vol. 114, pp. 1924-1925.
Biological Activity and Characteristics of 1Alpha, 25-(OH)2D-26,23.Lactone, Vitamin D Chemical Biochemical and Clinical Update. Proceedings of the Workshop on Vitamin D, Jan. 1985, pp. 402-403.
Chemical Abstracts, vol. 98, No. 13, Mar. 28, 1983, abstract No. 106082, "Biological activity of 24, 24-difluoro-1.alpha., 25-dihydroxyvitamin D3 and 1.alpha., 25-dihydroxyvitamin D3-26 . . . "
Chemical Abstract, vol. 100, No. 14, Apr. 2, 1984, abstract No. 109113, Antitumor capsules containing 1.alpha., 25-dihydroxyvitamin D3-26, 23-Lactone.
Horst et al, Proc. Workshop Vitamin. D, 6th (vitamin. D):807-816 (1985).
Archives of Biochemistry and Biophysics, 204:387-391 (1980).
Febs Letters, 134:207-211 (1981).

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