- Synthesis of indan-based unusual α-amino acid derivatives under phase-transfer catalysis conditions
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Conformationally constrained cyclic a-amino acid derivatives were synthesized under solid-liquid phase-transfer catalysis conditions. This methodology involves the bis-alkylation of ethyl isocyanoacetate with various a,a'-dibromo-o-xylene derivatives [a,a'-dibromo-o-xylene 5, 2,3-bis(bromomethyl)-l,4-dimethoxybenzene 6, l,2-bis(bromomethyl)-4,5-dibromobenzene 7,2,3-bis(bromomethyl)naphthalene 8, l,8-bis(bromomethyl)-naphthalene 9, 6,7-bis(bromomethyl)-2,2-dimethyl-lJ/phenalene-l,3(2H)-dione 10,2,3-bis(bromomethyl)-l,4-anthraquinone 11,6,7-bis(bromomethyl)quinoxaline 12, 3,4-bis(bromomethyl)furan 13, l,2,4,5-tetrakis(bromomethyl)benzene 28, and hexakis(bromomethyl)benzene 30] using potassium carbonate as a base and tetrabutylammonium hydrogensulfate as a phase-transfer catalyst to give corresponding isonitrile derivatives, which upon hydrolysis with HC1 in ethanol gave amino esters. Using this method electron-deficient as well as electron-rich and halogen-substituted indan-based a-amino acids were prepared. The preparation of bis-indan as well as tris-indan a-amino esters is also described.
- Kotha, Sambasivarao,Brahmachary, Enugurthi
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- SUBSTITUTED BENZOYLAMINO-INDAN-2-CARBOXYLIC ACIDS AND RELATED COMPOUNDS
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The present invention relates to A compound of the formula Ia wherein in any of its stereoisomers forms or a mixture of stereoisomeric forms in any ratio, or a physiologically acceptable salt thereof, wherein the substituents are as described herein. The inventive compounds have CXCR5 inhibitory activity are particularly useful in treating or preventing various inflammatory diseases, such as rheumatoid arthritis, multiple sclerosis, lupus, Crohn's Disease, associated with the modulation of the human CXCR5 receptor.
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- Organic crystal engineering with piperazine-2,5-diones. 1. Crystal packing of piperazinediones derived from substituted 2-aminoindan-2- carboxylic acids
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We have postulated that molecules engineered to participate in three chemically distinct and linearly independent intermolecular interactions will self-assemble in a predictable fashion. Six prototypes for molecules capable of manifesting such interaction
- Williams, Lawrence J.,Jagadish,Lyon, Scott R.,Kloster, Robin A.,Carducci, Michael D.,Mash, Eugene A.
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p. 14281 - 14300
(2007/10/03)
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- A simple method for the synthesis of cyclic α-amino acids
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The benzylidene derivative of glycine ethyl ester was alkylated with various electrophiles to synthesize cyclic α-amino acids bearing aromatic and aliphatic side chains.
- Kotha,Kuki
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p. 1565 - 1568
(2007/10/02)
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