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✦ LIBER ✦
A key intermediate for the convenient synthesis of series of vitamin D3 analogues with modified side chains
✍ Scribed by Yagamare Fall; Carlos Fernandez; Victoria González; Antonio Mouriño
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 70 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Tosylate 1, which features the vitamin D triene unit, was stereoselectively synthesized from commercially available starting materials. This key intermediate undergoes a very efficient one-pot, two-step reaction with tetrabutyl ammonium fluoride to afford vitamin D analogue 2, which bears a cyclic side chain. Reaction of 1 with lithium aluminium hydride and removal of the silyl protecting groups affords the 22-methylated vitamin D analogue 3.
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