70144-73-9Relevant academic research and scientific papers
The modified Julia olefination in vitamin D2 synthesis
Blakemore,Kocienski,Marzcak,Wicha
, p. 1209 - 1215 (1999)
A partial synthesis of vitamin D2 employing fragments derived from a new improved degradation procedure is described. The 7,8-double bond of the vitamin D triene system was synthesised via the modified Julia olefination. The new procedure is more efficient than the classical Julia olefination.
Probing the structural requirements for vitamin D3 inhibition of the hedgehog signaling pathway
Deberardinis, Albert M.,Banerjee, Upasana,Miller, Michele,Lemieux, Steven,Hadden
scheme or table, p. 4859 - 4863 (2012/08/13)
A structure-activity relationship study to elucidate the structural basis for hedgehog (Hh) signaling inhibition by vitamin D3 (VD3) was performed. Functional and non-functional regions of VD3 and VD2 were obtained through straightforward synthetic means
Synthesis of the enantiomer of 1α,25-dihydroxy vitamin D3 (calcitriol) and a diastereomer of 1α,25-dihydroxy vitamin D3 differing from natural product in configuration at all but one asymmetric carbon atoms
Achmatowicz,Przezdziecka,Wicha
, p. 413 - 428 (2007/10/03)
Convergent synthesis of ent-1α,25-dihydroxyvitamin D3 (ent-calcitriol, 2) and (1S,3S, 13S,14S,17S,20S) - 1α,25-dihydroxyvitamin D3 (5) using the ring A building blocks, 6 and 7, respectively, and rings CD building block 8, is describ
On the Julia Alkenylation reaction in vitamin D synthesis. Isolation of four geometrical isomers of vitamin D4
Blakmore,Grzywacz,Kocienski,Marczak,Wicha
, p. 1209 - 1217 (2007/10/03)
Coupling of sulfone 2 and aldehyde 3b using the Julia alkenylation procedure has been reexamined using modern product separation techniques. It was found that vitamin D4 1b and its geometric isomers 10, 11 and 12 are formed in a ratio of 75:10:10:5, respectively. The building blocks 2 and 3b were prepared from vitamin D2. Correlations for the structure assignment of vitamin D stereoisomers by 1H NMR spectroscopy are presented.
