138-12-5
Chemical Structure
(±)-Scopolamine
Synonym(s): Atroscine
- CAS No.: 138-12-5
- Formula:C17H21NO4
- Molecular Weight:303.35
IUPAC Name: (1R,2R,4S,5S,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl 3-hydroxy-2-phenylpropanoate
InChIKey: STECJAGHUSJQJN-SDODBCEQSA-N
SMILES: CN1[C@@H]2[C@H](O3)[C@H]3[C@H]1C[C@@H](OC(C(C4=CC=CC=C4)CO)=O)C2
Biological Activity: (±)-Scopolamine (Atroscine) is the racemic form of Scopolamine (HY-N0296) and belongs to the tropane alkaloids. (±)-Scopolamine can be synthesized as the free base via an H2O2-mediated epoxidation reaction using 6,7-dehydrotropine as a key intermediate. (±)-Scopolamine is useful for the synthesis of tropane alkaloids and stereochemical studies[1][2].
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(±)-Scopolamine | (±)-Scopolamine (Atroscine) is the racemic form of Scopolamine (HY-N0296) and belongs to the tropane alkaloids. (±)-Scopolamine can be synthesized as the free base via an H2O2-mediated epoxidation reaction using 6,7-dehydrotropine as a key intermediate. (±)-Scopolamine is useful for the synthesis of tropane alkaloids and stereochemical studies. | |||||||||||||||||||||
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References
- [1]. Dobó P, et al. 698. The stereochemistry of the tropane alkaloids. Part XII. The total synthesis of scopolamine. Journal of the Chemical Society (Resumed). 1959:3461-3465.
- [2]. Nocquet PA, et al. Total Synthesis of (±)-Scopolamine: Challenges of the Tropane Ring. European Journal of Organic Chemistry. 2016;2016(6):1156-1164.
