Unknown

Dataset Information

0

Development of a two-step route to 3-PBC and ?CCt, two agents active against alcohol self-administration in rodent and primate models.


ABSTRACT: To gain access to 3-propoxy-?-carboline hydrochloride (3-PBC·HCl) (1·HCl) and ?-carboline-3-carboxylate-tert-butyl ester (?CCt) (2), potential clinical agents active against alcohol self-administration, a two-step route was developed. This process involves a palladium-catalyzed Buchwald-Hartwig coupling and an intramolecular Heck reaction. This two-step route provides rapid access to multigram quantities of 3-PBC (1) and ?CCt (2), as well as analogues for studies of alcohol self-administration. The overall yield of 3-PBC (1) was improved from 8% to 50% by this route.

SUBMITTER: Namjoshi OA 

PROVIDER: S-EPMC3138730 | biostudies-literature | 2011 Jun

REPOSITORIES: biostudies-literature

altmetric image

Publications

Development of a two-step route to 3-PBC and βCCt, two agents active against alcohol self-administration in rodent and primate models.

Namjoshi Ojas A OA   Gryboski Angelica A   Fonseca German O GO   Van Linn Michael L ML   Wang Zhi-jian ZJ   Deschamps Jeffrey R JR   Cook James M JM  

The Journal of organic chemistry 20110504 11


To gain access to 3-propoxy-β-carboline hydrochloride (3-PBC·HCl) (1·HCl) and β-carboline-3-carboxylate-tert-butyl ester (βCCt) (2), potential clinical agents active against alcohol self-administration, a two-step route was developed. This process involves a palladium-catalyzed Buchwald-Hartwig coupling and an intramolecular Heck reaction. This two-step route provides rapid access to multigram quantities of 3-PBC (1) and βCCt (2), as well as analogues for studies of alcohol self-administration.  ...[more]

Similar Datasets

| S-EPMC9264364 | biostudies-literature
| S-EPMC6724209 | biostudies-literature
| S-EPMC4968469 | biostudies-literature
| PRJNA515831 | ENA
| S-EPMC8134628 | biostudies-literature
| S-EPMC5939586 | biostudies-literature
| S-EPMC7474619 | biostudies-literature
| S-EPMC6509701 | biostudies-literature
| S-EPMC2654412 | biostudies-literature
| S-EPMC7026299 | biostudies-literature