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79278-88-9Relevant academic research and scientific papers
An efficient, optimized synthesis of fentanyl and related analogs
Valdez, Carlos A.,Leif, Roald N.,Mayer, Brian P.
, (2015/02/19)
The alternate and optimized syntheses of the parent opioid fentanyl and its analogs are described. The routes presented exhibit high-yielding transformations leading to these powerful analgesics after optimization studies were carried out for each synthetic step. The general three-step strategy produced a panel of four fentanyls in excellent yields (73-78%) along with their more commonly encountered hydrochloride and citric acid salts. The following strategy offers the opportunity for the gram-scale, efficient production of this interesting class of opioid alkaloids.
Carbon-13 nuclear magnetic resonance spectra of fentanyl analogs
Brine,Boldt,Huang,Sawyer,Carroll
, p. 677 - 686 (2007/10/02)
Natural abundance carbon-13 chemical shifts are reported for the hydrochloride salts of fentanyl and fifteen analogs. The signals are assigned on the basis of chemical shift theory, SFORD multiplicities, signal intensities, comparisons with model compounds, and thiophene carbon-proton coupling constants. In addition to its forensic value, the data suggest that the solution conformations of the analogs are similar to that of fentanyl hydrochloride.