9-Carboxyhexahydro-7-methoxy-4a,7-ethano-benzopyran-5-en-1-one (1) was prepared and examined by X-ray crystallography to probe its potential as a new peptide scaffold/template. The crystal structure of the anhydride precursor 7-(2-acetoxyethyl)-4-methoxy-3a,4,7,7a-tetrahydro-4,7-ethanoisobenzofuran-1,3-dione (6) is also reported.
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9.
Low yields of 1 can be obtained by direct reaction of diene 4 and maleic anhydride.
10.
(a) CarrollC.D., PatelH., JohnsonT. O., GuoT., OrlowskiM., HeZ.-M., CavallaroC. L., GuoJ., OksmanA., GluzmanI. Y., ConnellyJ., ChelskyD., GoldbergD. E., and DolleR. E., Bioorg. Med. Chem. Lett., 1998, 8, 2315.
11.
CarrollC.D., JohnsonT. O., TaoS., LauriG., OrlowskiM., GluzmanI. Y., GoldbergD. E., and DolleR. E., Bioorg. Med. Chem. Lett., 1998, 8, 3203.
12.
BaldwinJ.J., BurbaumJ. J., HendersonI., and OhlmeyerM. H., J. Am. Chem. Soc., 1995, 117, 5588.
13.
FarrugiaL.J., J. Appl. Crystallogr., 1999, 32, 837.
14.
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15.
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