ChemInform Abstract: Alternative Formal Synthesis of the Potent D1 Dopamine Agonist Dihydroxy-2,3,7,11b-tetrahydro-1H-naphth[1,2,3-de]isoquinoline: Dinapsoline.
β Scribed by Amjad M. Qandil; Debasis Ghosh; David E. Nichols
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 33 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Alternative Formal Synthesis of the Potent D 1 Dopamine Agonist 3,7,2,isoquinoline: Dinapsoline.
-An alternative way to key intermediate (V), highly efficient for preparation of large quantities, improves the synthesis of dinapsoline (VI). Starting from commercially available benzyl alcohol (I), Suzuki cross-coupling reaction of boronic acid (II) with bromo derivative (III) generates compound (IV), which is easily transformed into key intermediate (V) as an off-white solid in very good yield.
π SIMILAR VOLUMES
Stereochemical Issues Related to the Synthesis of 7,10- 10,16,3':3,4]pyrazino[1,2-b]Ξ²carboline-5,8-diones. -The condensation of iminoethers like (III) with anthranilic acid proceeds with inversion of the tryptophan stereocenter C-16a. Epimerization of the tryptophan center also occurs by acylation