- Novel procedure for the preparation of 1α,3β-dihydroxy-2 β-tritiated steroidal compounds
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A novel procedure for the preparation of 1α,3β-dihydroxy-2β-tritiated steroidal compounds by the reduction of the α-epoxide with sodium horotritiide in diglyme at 80 C is described.
- Watanabe, Hiroyoshi,Kawanishi, Takehiko,Miyamoto, Katsuhito,Kubodera, Noboru,Sasahara, Kazuo,Ochi, Kiyoshige
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- Industrial synthesis of maxacalcitol, the antihyperparathyroidism and antipsoriatic vitamin D3 analogue exhibiting low calcemic activity
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Maxacalcitol, the 22-oxa-derivative of 1α,25-dihydroxyvitamin D 3 and used currently as an antihyperparathyroidism and antipsoriatic drug, has been synthesized in seven chemical steps from 1α- hydroxydehydroepiandrosterone on the basis of our previously developed route. The present synthesis allows the production of the protected form of the penultimate intermediate in 26% overall yield in a kilogram scale reaction employing neither difficult reaction conditions nor chromatographic purification, having overcome all the difficulties involved in the previous route.
- Shimizu, Hitoshi,Shimizu, Kazuki,Kubodera, Noboru,Mikami, Tetsuhiro,Tsuzaki, Kaname,Suwa, Hiroyuki,Harada, Koji,Hiraide, Akira,Shimizu, Motoki,Koyama, Kaichiro,Ichikawa, Yoshihide,Hirasawa, Daisuke,Kito, Yasushi,Kobayashi, Mio,Kigawa, Masaharu,Kato, Masahiro,Kozono, Toshiro,Tanaka, Hideki,Tanabe, Makoto,Iguchi, Masanori,Yoshida, Mitsutaka
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p. 278 - 287
(2012/12/24)
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- 22-oxacholecalciferol derivative and process for preparing the same
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A 22-oxacholecalciferol derivative represented by formula (I): STR1 wherein R1 represents a hydrogen atom or a hydroxyl group; and R2 and R3, which may be the same or different, each represent a lower alkyl group having fr
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- Synthesis of tritiated 1α,25-dihydroxy-22-oxavitamin D3
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Synthesis of two tritiated 1α,25-dihydloxy-22-oxavitamin D3 (OCT), [26-3H3]OCT (3) and [2β-3H]OCT (4), is described. [26-3H3]OCT (3) was prepared by tritiation at the side chain with tritia
- Watanabe,Akiyama,Kawanishi,Kubodera
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p. 645 - 654
(2007/10/02)
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- Synthetic studies of vitamin D analogues. XI. Synthesis and differentiation-inducing activity of 1α-25-dihydroxy-22-oxavitamin D3 analogues
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Six analogues of 1α,25-dihydroxy-22-oxavitamin D3 (OCT) (2), 26,27-dimethyl OCT (5), 26,27-diethyl OCT (6), 24-norOCT (7), 24-homoOCT (8), 24-dihomoOCT (9), and 24-trihomoOCT (10) were synthesized from the 20(S)-alcohol (11) as the common start
- Kubodera,Watanabe,Kawanishi,Matsumoto
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p. 1494 - 1499
(2007/10/02)
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- Production and specificity of anti-22-oxacalcitriol antisera
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22-Oxacalcitriol 3-hemiglutarate, a haptenic derivative of 22-oxacalcitriol, was synthesized to obtain a specific antibody for use in radioimmunoassay. Three antisera were elicited in rabbits against the hapten conjugated with bovine serum albumin, and th
- Kobayashi,Asano,Kitahori,Shimada,Kubodera,Watanabe
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p. 1520 - 1522
(2007/10/02)
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