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2-Amino- -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 . ... [Pg.616]

The regioselective ring-opening of epoxides 34 (R1 = Me, vinyl, Ph etc.) with aminolead compounds R23 PbNEt2, prepared from lithium diethylamide and R23 PbBr, gives good yields of the amino alcohols 3567. [Pg.544]

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. [Pg.461]

Quaternary stereocenters can be obtained with high selectivity with ot-amino acid amides as chiral auxiliaries, which were first converted with P-oxo esters to give enamines such as compounds 58. According to a combinatorial strategy, various enamino esters 58 were screened in Michael additions with MVK (41a) and several metal salts as catalysts. With FeCl3, however, the maximum stereoselectivity achieved was only 77% ee (with enamine 58a derived from L-isoleucine dimethylamide). Cu(0Ac)2H20 turned out be the optimal catalyst for this transformation. With L-valine diethylamide as chiral auxiliary in compound 58b, reaction proceeds with 86% yield and 98% ee after aqueous workup [79]. Importantly, this valuable method for the construction of quaternary stereocenters [80] under ambient conditions seems to be generally applicable to a number of Michael donors [81]. In all cases, the auxiliary can be quantitatively recovered after workup. [Pg.233]

Neonatal treatment with chlorpromazine or lysergic acid diethylamide (LSD) in rats resulted in lowered brain 5HT (5 Hydroxy Tryptamine) levels in adulthood (ref. 97). Perinatal methadone treatment in rats was shown to decrease not only total brain weight, but also to retard synaptic development of central 5-HT, DA and NA neurons (ref. 98). Early diazepam treatment was found to affect uptake of choline in 60 day old male rats (but not in females) and uptake of GABA (Gamma Amino Butyric Acid) and 5HT in 60 day old females (ref. 99). [Pg.283]

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. [Pg.263]

Methan- -S-(4-amino-6-dimethylamino-l,3,5-tri-azin-2-ylmethylester)-0-ethylester XII/1, 578 Methan- -anilid-butylamid E2, 473 Methan- -anilid-chlorid E2, 473 Methan- -anilid-diethylamid E2, 474 Methan- -anilid-S-cthylcster XII/1, 596 Methan- -O-arylester-chlorid E2, 432 Methan- -S-arylesler-chlorid E2, 338 Methan- -bis-[diethylamid] E2, 471 Methan- -0,0-bis-[2-ethylthio-ethylesterJ XII/1,565 Methan- -0,0-bis-( 2-fluor-ethylester] XII/1, 565 Methan- -bis-[hydrazidl E2, 475 Methan- -bis-[isocyanat] E2, 436, 479 Methan- -O-butylester XII/1, 558 Kalium-Salz E2, 422 Natrium-Salz E2, 422 Methan- -S-butylester E2, 324 Methan- -O-hutylester-chlorid XII/1, 561 Methan- -0-(8-chlor-chinoxalin-2-ylester)-0-iso-propylester E2, 445... [Pg.1095]

We have prepared a number of titanium enolates by quenching the lithium analogs withchlorotitanium triisopropoxide 3, chloro- or bromotitanium tris(diethylamide) 15 or chlorotitanium tris(dimethylamide) 103 25). In mqst cases the solutions can be freed from the ether or THF and the stable liquid titanium enolates studied by NMR if so desired. In case of the amino derivative 186 flash distillation is possible. The H-NMR spectra of the distilled and non-distilled compound are identical and... [Pg.35]

If carbanions are to be titanated, alkoxy or amino ligands at titanium are most likely to ensure success. Sulfur or phosphorus ligands have not been tested. In rare cases electrontransfer instead of titanation sets in, forming Ti(III) species which are generally unsuitable for useful chemistry. This is most likely to occur if the carbanion is very electron rich, e.g., in case of dianions or extended anionic K-systems. We have noticed that this undesired property decreases in going from chloro to alkoxy and finally to amino ligands at titanium. For example, dianions derived from carboxylic acids reduce chlorotitanium triisopropoxide 3 to some extent, whereas quantitative double titanation occurs with chloro- or bromotitanium tris(diethylamide) 15 77>. Addition of amines to the reaction mixture has similar effects 77). [Pg.48]

Diethyl ethylthioethyl phosphorothioate, 512 Diethyl isopropylmethylpyrimidinyl phosphorothioate, 528 Diethyl nitrophenyl phosphorothioate, 853 Diethyl oxide, 595 Diethyl phthalate, 538 Diethylamide nicotinic acid, 813 Diethylamine, 567 Diethylaminoacetoxylidide, 705 Diethylaminoethanol, 452, 805, 925 Diethylaminoethoxydimethylaminobenzothiazole, 525 Diethylaminoethoxyethyl ethylphenylbutyrate, 837 Diethylaminoethoxyethyl phenylcyclopentanecarboxylate, 431 Diethylaminoethyl aminobenzoate, 925 Diethylaminoethyl aminobutoxybenzoate, 840 Diethylaminoethyl aminochlorobenzoate, 451 Diethylaminoethyl 3-amino-4-propoxybenzoate, 943 Diethylaminoethyl 4-amino-2- propoxybenzoate, 936 Diethylaminoethyl benzilate, 375 Diethylaminoethyl bicyclohexylcarboxylate, 535 Diethylaminoethyl diphenylacetate, 320... [Pg.1308]

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. ... [Pg.1295]

McKay, J.B. Parkhurst, R.M. Silverstein, R.M. Skinner, W.A. Analogs of Psilocin and Lysergic Acid Diethylamide I. Chloro, Nitro, and Amino Derivatives of 3-Substituted Indoles Canadian Journal of Chemistry (1963) 41 2585-2590... [Pg.239]

The behavioural effects of 2,5-dimethoxy-4 methylamphetamine (DOM), 2,5, dimethoxy-4-ethylamphetamine (DOET) and a series of 6 substituted phenyl amino-butanes, were compared with the behavioural effects of lysergic acid diethylamide (LSD), mescaline and (+ )-amphetamine. [Pg.192]

This is a phosphinous acid derivative, with an amino group replacing an -OH group, and two phenyl groups replacing two hydrogens. The amide group is a diethylamide, therefore its name is diphenylphosphinous diethylamide. [Pg.1121]

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-... [Pg.470]

This reagent reacts with primary and secondary carboxylic acids in the presence of pyridine to give A(A-diethylamides (eq 1). The reaction is typically run at rt and requires a long reaction time (several days). In general, tertiary acids and a-amino carboxylic acids do not react. ... [Pg.374]

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. [Pg.204]


See other pages where 2-Amino- -diethylamid is mentioned: [Pg.73]    [Pg.83]    [Pg.87]    [Pg.378]    [Pg.348]    [Pg.987]    [Pg.1039]    [Pg.1119]    [Pg.150]    [Pg.927]    [Pg.378]    [Pg.1087]    [Pg.444]    [Pg.1077]    [Pg.385]    [Pg.150]    [Pg.627]    [Pg.614]    [Pg.547]    [Pg.96]    [Pg.170]    [Pg.267]    [Pg.213]    [Pg.416]    [Pg.194]    [Pg.244]    [Pg.449]    [Pg.362]   
See also in sourсe #XX -- [ Pg.987 ]




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2-Amino-4-methyl- -diethylamid

Diethylamides

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