Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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C-Glucuronide from O-Glucuronyl Trichloroacetimidate

  • Published : 1991.12.20
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Abstract

From O-glucuronyl trichloroacetimidate (4) and ${\Delta}^6$-tetrahydrocannabinol (5), the C-glucuronide of ${\Delta}^6-tetrahydrocannabinol({\Delta}^6-THC)$ (7) was obtained using mild Lewis acid catalysis. The known method for the synthesis of C-glucuronide from 1-O-unprotected glucuronide provided low chemical yields. The C-glucuronide of ${\Delta}^6-THC$ was obtained through inversion of configuration at the anomeric center in O-glucuronyl trichloroacetimidate (4).

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Cited by

  1. The synthesis of O-glucuronides vol.15, pp.2, 1991, https://doi.org/10.1039/a815173y