Syntheses of ap- and ± sc-2,2′,3,3′-tetramethoxy-9,9′-bitriptycyl rotamers and optical resolution of the ± sc-form

Rotational isomers of 2,2′,3,3′-tetramethoxy-9,9′-bitriptycyl, of which ap form is of C 2 h symmetry whereas the sc forms C 2, have been isolated. The optically active forms exhibit the following specific rotations at Na D line for chloroform solutions (concentration ca. 1%) at 25 °C: Dextrorotatory...

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Bibliographic Details
Published in:Tetrahedron letters 1995-08, Vol.36 (35), p.6297-6300
Main Authors: Toyota, Shinji, Yasutomi, Akihiro, Ōki, Michinori
Format: Article
Language:English
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Summary:Rotational isomers of 2,2′,3,3′-tetramethoxy-9,9′-bitriptycyl, of which ap form is of C 2 h symmetry whereas the sc forms C 2, have been isolated. The optically active forms exhibit the following specific rotations at Na D line for chloroform solutions (concentration ca. 1%) at 25 °C: Dextrorotatory form +7.8°, levorotatory form −7.6°. ap and ± sc rotational isomers of the title compound were separated by HPLC and the latter was resolved into optical isomers by HPLC of camphorsultam derivatives of the demethylated compound.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(95)01264-I