6´-Aminodihydrocinchonine Base – Fine Chemical

6´-Aminodihydrocinchonine Base (CAS-No. 911708-35-5) is a cinchona alkaloid closely related to 6´-Aminocinchonine. Compared to 6´-Aminocinchonine the double bond is hydrogenated, the stereochemistry is the same. Both compounds belong to a new class of Cinchona alkaloids, bearing a free amino group in the C6’-position. Despite its position far away from the stereocenters, the amino group proves crucial to obtain high enantioselectivity in synthetically relevant reactions.

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Physical Properties

6´-Aminodihydrocinchonine Base (CAS-No. 911708-35-5) is a white or almost white, crystalline powder or it consists of fine, colourless needles, being soluble in methanol. The melting point is in the range of 112 – 120 °C. This compound is not hygroscopic and contains less than 5.0 % water. 6´-Aminodihydrocinchonine could be stored at ambient conditions in well-closed, light-resistant containers.

Synonyms

6`-Aminohydrocinchonine, (8R,9S)-10,11-Dihydro-6`-aminocinchonan-9-ol, (8β,9S)-10,11-Dihydro-6`-aminocinchonan-9-ol and (S)-[(2R,4S,5R)-5-Ethyl-1-azabicyclo[2.2.2]oct-2-yl](6-Aminoquinolin-4-yl)methanol.