Absolute configuration and conformational analysis of a degradation product of inhalation anesthetic Sevoflurane: A vibrational circular dichroism study.
1,1,1,3,3-pentafluoro-2-(fluoromethoxy)-3-methoxypropane, compound B, is a product obtained in the degradation of the anesthetic Sevoflurane. Enantiopure (+)-B was investigated using vibrational circular dichroism (VCD). Experimental absorption and VCD spectra of (+)-B in CDCl(3) solution in the 2,000-900 cm(-1) region are compared with the ab initio predictions of absorption and VCD spectra obtained from density functional theory using B3LYP/6-31G* basis set for different conformers of (S)-1,1,1,3,3-pentafluoro-2-(fluoromethoxy)-3-methoxypropane. This comparison indicates that (+)-B is of the (S)-configuration in CDCl(3) solution, in agreement with previous literature results. Our results also indicate that this compound adopts six predominant conformations in CDCl(3) solution.
Department of Chemistry, Vanderbilt University, Nashville, Tennessee 37235, USA.
Feng
F
Wang
Prasad L
PL
Polavarapu
V
V
Schurig
R
R
Schmidt
D018685:Anesthetics, Inhalation / Q000737:chemistry*; D002942:Circular Dichroism; D008738:Methyl Ethers / Q000737:chemistry*; D008968:Molecular Conformation; D000077149:Sevoflurane; D014732:Vibration
D018685:Anesthetics, Inhalation; D008738:Methyl Ethers; D000077149:Sevoflurane