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Organic Chemistry 2018
Journal of Organic & Inorganic Chemistry
ISSN: 2472-1123
Page 40
August 16-17, 2018
Dublin, Ireland
6
th
Edition of International
Conference and Exhibition on
Organic Chemistry
2
-(2-chlorophenyl)-2-(methylamino)-cyclohexanone
(Ketamine), has been widely used as an anesthetic and
analgesic drug. In this research work, at first the 2- (N-piperidino
methyl)-1- phenyl cyclohexyl amine stating material (1), was
prepared from cyclohexanone piperidine by Mannich reaction.
Then, the sulfinylimin (2) was synthesized by condensation of
tert-butanesulfinamide (tBS) with aminoketone (1) in presence
of Ti(OEt)4 in 85% yield. The new chiral center was induced
in (2) using Grignard reagent as nucleophile at -78°C and 75%
yield. after multi step reaction including methylation of (3) and
Hoffman elimination of (4) and deprotection of (5), finally, the (S)-
ketamine was synthesized under ozonolize reaction of alken (6)
in good yield and enantioselectivity (95% yield and %85 ee).
abdollah.javidan@gmail.comNovel asymmetric synthesis of (S)-Ketamine anesthetic drug
using the chiral tert-butanesulfinamide
Abdollah Javidan
University of Eyvanekey, Iran
J Org Inorg Chem 2018, Volume 4
DOI: 10.21767/2472-1123-C4-012