676-77-7Relevant academic research and scientific papers
Atorvastatin, an HMG-CoA reductase inhibitor and effective lipid-regulating agent. Part II: Synthesis of side-chain-labeled [14C]atorvastatin
Lee, Helen T.,Woo, Peter W. K.
, p. 129 - 133 (2007/10/03)
[14C]Atorvastatin was synthesized in a ten-step sequence with an overall yield of 5.7%. The label was introduced as sodium [1-14C]acetate, which was converted via the acid chloride to the (S)-2-hydroxy-1,2,2-triphenylethyl ester 4. C
Synthesis of high specific activity [14CO] methyl isocyanate and its use in the preparation of [14CO] eserine, [14CO] carbaryl and [14CO] IPMU
Poullain,Noel
, p. 387 - 398 (2007/10/03)
The preparation of [14CO] methyl isocyanate from [1-14C] acetyl chloride and activated sodium azide through the Curtius rearrangement was optimized (50% yield/[1-14C] sodium acetate- 50 mCi/mmol) and the reagent immediately used for the synthesis of [14CO] eserine, [14CO] carbaryl and [14CO] IPMU. The condensation of methyl isocyanate with eseroline in the presence of triethylamine does not give rise to eserine but to the isomeric urea derivative 3.
Carbon kinetic isotope effects and transition structures in the rearrangements of allyl vinyl ethers. 2-(trimethylsiloxy)- and 2-(methoxycarbonyl)-3-oxa-1,5-hexadiene
Kupczyk-Subotkowska, Lidia,Saunders Jr., William H.,Shine, Henry J.,Subotkowski, Witold
, p. 7088 - 7093 (2007/10/02)
14C KIE (kinetic isotope effects) were measured for the C-1, C-2, C-4, and C-6 positions in the rearrangement of 2-(trimethylsiloxy)- (1a) and 2-(methoxycarbonyl)-3-oxa-1,5-hexadiene (1b). The data, along with earlier C-4 and C-6 deuterium KIE, were fitted to Bebovib modeling calculations. The calculations show that in the transition structure (TS) for 1a 70-80% bond breaking and 20% of bond making occurs, whereas in the TS of 1b both bond breaking and bond making amount to 30-40%. Results for 1a and 1b are compared with earlier results for the parent compound, allyl vinyl ether.
