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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.

✍ 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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✦ 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.


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ChemInform Abstract: Stereochemical Issu
✍ A. MADRIGAL; M. GRANDE; C. AVENDANO πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 37 KB πŸ‘ 2 views

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