- A Convergent Approach to the Dihydrotachysterol Diene System. Application to the Synthesis of Dihydrotachysterol2 (DHT2), 25-Hydroxydihydrotachysterol2 (25-OH-DHT2), 10(R),19-dihydro-(5E)-3-epivitamin D2, and 25-Hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D2
-
Total synthesis of A-ring fragments of 10(S),19-dihydrovitamins D and 10(R),19-dihydro-(5E)-epivitamins D from (+)-(S)-carvone and (-)-(R)-carvone is described.These fragments were used for convergent synthesis of dihydrotachysterol2 (DHT2), 25-hydroxydihydrotachysterol2, 10(R),19-dihydro-(5E)-3-epivitamin D2, and 25-hydroxy-10(R),19-dihydro-(5E)-3-epivitamin D2.
- Maestro, Miguel A.,Castedo, Luis,Mourino, Antonio
-
p. 5208 - 5213
(2007/10/02)
-
- 25-Hydroxydihydrotachysterol2. An innovative synthesis of a key metabolite of dihydrotachysterol2
-
A new synthesis of 25-hydroxydihydrotachysterol2 is described. The hydroxylated side-chain is constructed stereoselectively using a chiral Wittig reagent. The A-ring synthon is introduced utilising the Wittig-Horner method as developed by Lythgoe et al. The preparation of the metabolite is carried out in 18 steps.
- Hanekamp,Rookhuizen,Bos,Brandsma
-
p. 9283 - 9294
(2007/10/02)
-
- A Synthesis of A-Ring Synthons for Dihydrotachysterols
-
Phosphine oxides 1 and 2, enantiomeric synthons for the preparation of dihydrotachysterols, were synthesized from the appropriate dihydrocarvones
- Rookhuizen, Rob Boer,Hanekamp, Jaap C.,Bos, Hendrik J. T.
-
p. 1633 - 1636
(2007/10/02)
-