473732-55-7Relevant academic research and scientific papers
Enantioselective synthesis of protected amines by the catalytic asymmetric addition of hydrazoic acid to ketenes
Dai, Xing,Nakai, Takashi,Romero, Jan A. C.,Fu, Gregory C.
, p. 4367 - 4369 (2008/03/12)
(Chemical Equation Presented) A-mine of possibilities: An effective method for the conversion of achiral ketenes into enantioenriched protected amines was developed by tuning the structure and reactivity of a catalyst on the basis of a mechanistic hypothe
Efficient dual catalytic enantioselective diethylzinc addition to the exocyclic C{double bond, long}N double bond of some 1,2,4-N-triazinylarylimines using polymer-supported chiral β-amino alcohols derived from norephedrine
El-Shehawy, Ashraf A.
, p. 5490 - 5500 (2008/01/07)
Chiral N,N-dialkylnorephedrines and their corresponding copolymers were evaluated as chiral ligands for the enantioselective diethylzinc addition to the exocyclic C{double bond, long}N double bond of some 4-arylideneamino-3-mercapto-6-methyl-4H-1,2,4-triazin-5-ones 2a-f. The use of a dual catalytic system (amino alcohol/halosilane) in the titled asymmetric reaction was examined. The enantioselective ethylation reaction has been successfully carried out in the heterogeneous system even at low temperature. The corresponding 4-(1-arylpropyl)amino-3-mercapto-6-methyl-4H-1,2,4-triazin-5-ones 4a-f were obtained in high yields with high enantioselectivities using chiral polymers (up to 91% ee), which are almost the same as those obtained from homogeneous analogues (up to 92% ee). The diethylzinc reagent neither opened the 1,2,4-triazinyl heterocyclic ring nor attacked the carbonyl or the thione groups of the 1,2,4-triazinyl heterocyclic ring and the addition reaction took place exclusively at the exocyclic electrophilic carbon atom yielding the C-ethylated products 4a-f. Reductive cleavage of the 1,2,4-triazinyl heterocyclic ring led smoothly to the corresponding primary aromatic amines 11a-f without significant loss of enantiomeric purity. A?suggestion about the possible transition state for the addition reaction is also presented.
Enantioselective diethylzinc addition to the exocyclic C{double bond, long}N double bond of some 4-arylideneamino-3-mercapto-6-methyl-4H-1,2,4-triazin-5-one derivatives
El-Shehawy, Ashraf A.
, p. 2617 - 2624 (2007/10/03)
4-Arylideneamino-3-mercapto-6-methyl-4H-1,2,4-triazin-5-ones 2a-f have been evaluated as substrates in the enantioselective diethylzinc addition reaction in the presence of (1S,2R)-N-alkyl-N-benzylnorephedrines 3a-d as chiral ligands. The utility of using a dual catalytic system (amino alcohol/halosilane) for the diethylzinc addition reaction has been also examined. The addition products 4-(1-arylpropyl)amino-3-mercapto-6-methyl-4H-1,2,4-triazin-5-ones 4a-f were obtained in high yields and with enantiomeric excesses of up to 92%. The treatment of arylimines 2a-f with a diethylzinc reagent did not affect the hetero-ring opening although the C{double bond, long}N double bond of the lateral chain did undergo an addition reaction to yield the C-ethylated products 4a-f. The reductive cleavage of the 1,2,4-triazinyl heterocyclic ring from addition products 4a-f led smoothly to the corresponding free primary amines 5a-f without a significant loss of enantiomeric purity.
THIADIAZOLEDIOXIDES AND THIADIAZOLEOXIDES AS CXC- AND CC-CHEMOKINE RECEPTOR LIGANDS
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Page 251, (2008/06/13)
Disclosed are novel compounds of the formula (IA) and the pharmaceutically acceptable salts and solvates thereof. Examples of groups comprising Substituent A include heteroaryl, aryl, heterocycloalkyl, cycloalkyl, aryl, alkynyl, alkenyl, aminoalkyl, alkyl or amino. Examples of groups comprising Substituent B include aryl and heteroaryl. Also disclosed is a method of treating a chemokine mediated diseases, such as, cancer, angiogenisis, angiogenic ocular diseases, pulmonary diseases, multiple sclerosis, rheumatoid arthritis, osteoarthritis, stroke and cardiac reperfusion injury, acute pain, acute and chronic inflammatory pain, and neuropathic pain using a compound of formula (IA).
3,4-Di-substituted cyclobutene-1,2-diones as CXC-chemokine receptor ligands
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Page 127; 128, (2008/06/13)
There are disclosed compounds of the formula or a pharmaceutically acceptable salt or solvate thereof which are useful for the treatment of chemokine-mediated diseases such as acute and chronic inflammatory disorders and cancer.
3,4-Di-substituted cyclobutene-1,2-diones as CXC-chemokine receptor ligands
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Page 129, (2008/06/13)
There are disclosed compounds of the formula or a pharmaceutically acceptable salt or solvate thereof which are useful for the treatment of chemokine-mediated diseases such as acute and chronic inflammatory disorders and cancer.
ENANTIOSELECTIVE SYNTHESIS OF CHIRAL BENZYLIC AMINES. (A STEREOSPECIFIC TRANSAMINATION-ALKYLATION REACTION)
Solladie-Cavallo, Arlette,Farkhani, Dariouch
, p. 1331 - 1334 (2007/10/02)
Optically pure arene-chromium-tricarbonyl complex 1 leads to almost optically pure (>95percent ee) benzylic amines in good yields (c.a. 85percent) during a 3-step-reaction involving transfer of a nitrogen atom from a trivial reactant (benzylamine).
