Stereoselective synthesis of (25R)-25,26-dihydroxy-23-oxovitamin D3 and its enzymatic conversion to (25R)-1α,25,26-trihydroxy-23-oxovitamin D3, a putative metabolite of vitamin D3
✍ Scribed by Sachiko Yamada; Keiko Nakayama; Hiroaki Takayama; Toshimasa Shinki; Tatsuo Suda
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 256 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
25l?)-25,26-Dihydroxy-23-oxovitamin D3 was synthesized efficiently and stereoselectively, and it was converted enzymatically to (25R_)-lcr,25,26-trihydroxy-23-oxovitamin D3, a putative metabolite of la,25_dihydroxyvitamin D3. The spectral and chemical properties of (25R&25,26-dihydroxy-23-oxovitamin D3 and its la-hydroxylated derivative disagree with those reported for the isolated metabolite.
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Synthesis of a C-24-epimeric mixture of 25-hydroxy-[26,27-3H]vitamin D2 and a C-24-epimeric mixture of 1,25-dihydroxy-[26,27-'HIvitamin D2 by the Grignard reaction of the corresponding 25-keto-27-nor-vitamin D2 and lo-acetoxy-25keto-27-nor-vitamin D3 with tritiated methyl magnesium bromide is descri