Topic
Morpholine
About: Morpholine is a research topic. Over the lifetime, 5411 publications have been published within this topic receiving 51063 citations. The topic is also known as: diethylene imidoxide & diethylene oximide.
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TL;DR: The transition structures for the 1,3-dipolar cycloadditions of phenyl azide to enamines derived from acetophenone or phenylacetaldehyde and piperidine, morpholine, or pyrrolidine were located using quantum mechanical methods.
Abstract: The transition structures for the 1,3-dipolar cycloadditions of phenyl azide to enamines derived from acetophenone or phenylacetaldehyde and piperidine, morpholine, or pyrrolidine were located using quantum mechanical methods. These cycloadditions were studied experimentally in 1975 by Meilahn, Cox, and Munk (J. Org. Chem.1975, 40, 819–823). Calculations were carried out with M06-2X/6-311+G(d,p), SCS-MP2/6-311+G(d,p)//M06-2X/6-311+G(d,p), and B97D/6-311+G(d,p) methods with the IEF-PCM solvation model for chloroform and ethanol. The distortion/interaction model was utilized to understand mechanisms, reactivities, and selectivities.
42 citations
TL;DR: Cyclopropyl ketones were readily prepared by reaction of the cyclopropanecarboxamides (derived from morpholine) obtained with a range of organolithium compounds and a mechanism has been proposed to explain the cyclOPropanation reaction.
41 citations
TL;DR: Results establish the DHP group as a hinge-region binding motif for the preparation of highly potent and selective mTOR inhibitors.
41 citations
TL;DR: Malondialdehyde reacted with secondary amines to yield β-dialkylaminoacroleins (1-5) of trans, s-trans conformation to yield N-nitrosodimethylamine, and the rate of nitrosamine formation from 1 at pH 5.0 was much higher than that from dimethylamin ; this is consistent with earlier observations of the stimulating effect of MDA on nitrosamines formation.
Abstract: Malondialdehyde (MDA) reacted with secondary amines (dimethylamine, diethylamine, piperidine, pyrrolidine and morpholine) at 37° under mild acidic or neutral conditions to yield β-dialkylaminoacroleins (1-5) of trans, s-trans conformation. The optimal pH of the reaction was 3-5, and the yields were 15-55% in a 6 hr incubation. The acroleins (1-5) were unstable under acidic and alkaline conditions, and produced a pink color on reaction with 2-thiobarbituric acid. β-Dimethylaminoacrolein (1) could be readily nitrosated in the acidic pH range to produce N-nitrosodimethylamine, and the rate of nitrosamine formation from 1 at pH 5.0 was much higher than that from dimethylamine ; this is consistent with earlier observations of the stimulating effect of MDA on nitrosamine formation.
41 citations
TL;DR: The synthesis of two enantiomerically pure iminosugars, analogues of 1-L-deoxynojirimycin (l-DNJ) and 1-D-deoxymannojirimYcin (DMJ) was achieved using cyclic sulfate substituted isoxazoline derivatives, resulting in six new nitrogen analogs of salacinol.
Abstract: The synthesis of two enantiomerically pure iminosugars, analogues of 1-L-deoxynojirimycin (l-DNJ) and 1-D-deoxymannojirimycin (DMJ), was achieved using cyclic sulfate substituted isoxazoline derivatives. The piperidine ring was formed via the reduction of an isoxazoline into an amine which underwent a spontaneous intramolecular cyclization by reaction with the cyclic sulfate moiety. The nucleophilic attack of these two trisubstituted piperidines and morpholine on L- and D-erythritol-1,3-cyclic sulfates gave six new nitrogen analogues of salacinol. The inhibitory properties of the synthesized salacinol analogues were evaluated on several commercial glycosidases.
41 citations