- Facile Optical Resolution of a Dibenzopyrazinoazepine Derivative and the Nature of Molecular Recognition of Amines by Chiral 2,3-Di-O-(arylcarbonyl)tartaric Acids
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A facile optical resolution of racemic 1,2,3,4,10,14b-hexahydrodibenzopyrazinoazepine (1) was developed using 2,3-di-O-benzoyl-D-(-)-tartaric acid ((+)-DBT) as a resolving agent.The resolution efficiency depends remarkably on the (+)-DBT:1 ratio.When (+)-DBT and racemic 1 were mixed in methanol-water (9:1 v/v) in a 1:4 stoichiometry, a crystalline salt consisting of (+)-DBT, (R)-1, methanol, and water in a 1:2:2:2 ratio crystallized preferentially in a fair yield.X-Ray crystallographic analysis showed its highly ordered supramolecular structure: (+)-DBT molecules self-assemble via hydrogen bonding with the aid of water and methanol to form a puckered layer, and stacking of (R)-1 molecules constructs a column which is sandwiched in between the puckered layers.The X-ray crystallographic data reported for the salts that consist of amines and DBT were reinvestigated to reveal that most of the host frameworks derived from DBT have a layer structure similar to the above puckered one.
- Tomori, Hiroshi,Yoshihara, Hisayoshi,Ogura, Katsuyuki
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p. 3581 - 3590
(2007/10/03)
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- 14B(R) isomers of novel tetracyclic compounds having anti-allergic and anti-asthmatic activities, and their use
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An optically active compound of formula (I): STR1 in which R3 represents groups of formula --A--COOR4, wherein A represents alkylene groups having 3 or 5 carbon atoms and R4 represents hydrogen or an alkyl group having 1 to 4 carbon atoms; or a pharmaceutically acceptable salt thereof.
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- Tetracyclic compounds having anti-allergic and anti-asthmatic activities and their use
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Compounds of formula (I): STR1 in which: Q is nitrogen or =CH--; R1 and R2 are hydrogen, alkyl, alkoxy, hydroxy, trifluoromethyl or halogen; and R3 is a substituted alkyl groups or a pharmaceutically acceptable salt thereof have valuable anti-allergic and anti-asthmatic activities. The compounds are prepared by reacting a corresponding compound where R3 is replaced by a hydrogen atom with a compound to introduce the group R3.
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