2-Amino-4-methyl- -diethylamid

No stereoselectivity was observed in the formation of a 1 1 diastereomeric mixture of 2-hydroxy-2-phenylethyl p-tolyl sulfoxide 145 from treatment of (R)-methyl p-tolyl sulfoxide 144 with lithium diethylamide . However, a considerable stereoselectivity was observed in the reaction of this carbanion with unsymmetrical, especially aromatic, ketones The carbanion derived from (R)-144 was found to add to N-benzylideneaniline stereoselectivity, affording only one diastereomer, i.e. (Rs,SJ-( + )-iV-phenyl-2-amino-2-phenyl p-tolyl sulfoxide, which upon treatment with Raney Ni afforded the corresponding optically pure amine . The reaction of the lithio-derivative of (-t-)-(S)-p-tolyl p-tolylthiomethyl sulfoxide 146 with benzaldehyde gave a mixture of 3 out of 4 possible isomers, i.e. (IS, 2S, 3R)-, (IS, 2R, 3R)- and (IS, 2S, 3S)-147 in a ratio of 55 30 15. Methylation of the diastereomeric mixture, reduction of the sulfinyl group and further hydrolysis gave (—)-(R)-2-methoxy-2-phenylacetaldehyde 148 in 70% e.e. This addition is considered to proceed through a six-membered cyclic transition state, formed by chelation with lithium, as shown below . ... 

ACPD, fra/7S-l-amino-cyclopentyl-l,3-dicarboxylate AMPA, DL-tt-amino-3-hydroxy-5-methylisoxazole-4-propionate cAMP, cyclic adenosine monophosphate CQNX, 6-cyano-7-nitroquinoxaline-2,3-dione DAG, diacylglycerol IP3, inositol trisphosphate LSD, lysergic acid diethylamide MCPG, a-methyl-4-carboxyphenylglycine. 

AMPA amino-3-hydroxy-5-methyl-4-isoxazole propionic acid DA dopamine FC frontal cortex GABA y-aminobutyric acid HC hippocampus 5-HT serotonin LSD lysergic acid diethylamide NMDA N-methyl-D-aspartate. 

The reagent is prepared by reaction of diethylamine with chlorosulfonic acid methyl ester. In pyridine solution at room temperature it reacts with primary and secondary carboxylic acids after several days to give the carboxylic acid N,N-diethylamide. Tertiary acids and cr-amino acids do not react. ... 

NITRILES Acrylonitrile. N-Amino-4,6-diphenylpyridone. n-Hexylamine. Hydroxyl-amine hydrochloride. lithium diethylamide-Hexamethylphosphoric triamide. Methyl carbazate. Phenyl isocyanate. p-Toluenesulfonic acid. Trifluoromethanesulfonic an-... 

Position 2 of the ergoline skeleton is highly suitable for synthetic modification of EA by both electrophilic and radical substitution. Many modifications have been reviewed by Rutschmann and Stadler (1978) chlorination, bromination and iodination, nitration and reduction of nitro derivatives to amino derivatives and reaction with 2-methoxy-l, 3-dithiolane affording an intermediate which can be desulfurised to a 2-methyl derivative. Troxler and Hofmann (1959) described the oxidation of lysergic acid diethylamide (LSD) to 2-oxo-3-hydroxy-2, 3-dihydrolysergic acid diethylamide. 

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