Compound Q&A
How is (1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate (CAS: 51-34-3) typically synthesized?
Answer
![(1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate](https://static.chemtradehub.com/structs/51-/51-34-3-3236.webp "(1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate")
This compound is typically synthesized via a multistep process involving the construction of the tricyclic backbone, followed by the introduction of the 9-amino group and the phenyl ester functionality. Common catalysts include Lewis acids like boron trifluoride, and the overall yield ranges from 60-80%. Selectivity towards the correct stereochemistry is achieved using chiral auxiliaries and enantioselective reagents.
About
CAS No
51-34-3
English Name
(1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate
Molecular Formula
C17H21NO4
Molecular Weight
303.36 g/mol
SMILES
CN1[C@H]2C[C@@H](C[C@@H]1[C@H]3O[C@H]32)OC(=O)[C@H](CO)c4ccccc4
InChIKey
STECJAGHUSJQJN-FWXGHANASA-N
Last Updated: 2025-09-05 16:09
![(1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate — ShangHaiJiZhiShengHua Technology Co Ltd](https://static.chemtradehub.com/suppliers/67cecbee2b2de6e8e95a5b72/67cecbee2b2de6e8e95a5b72-logo.webp){kind=logo}
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