132201-33-3
132201-33-3
Chemical Structure
N-Benzoyl-(2R,3S)-3-phenylisoserine
- CAS No.: 132201-33-3
- Formula:C16H15NO4
- Molecular Weight:285.30
IUPAC Name: (2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoic acid
InChIKey: HYJVYOWKYPNSTK-UONOGXRCSA-N
SMILES: O=C(C1=CC=CC=C1)N[C@](C2=CC=CC=C2)([H])[C@@H](O)C(O)=O
Biological Activity: N-Benzoyl-(2R,3S)-3-phenylisoserine is the C-13 chiral side chain of paclitaxel and serves as a synthetic scaffold for constructing paclitaxel and related hybrid molecules. N-Benzoyl-(2R,3S)-3-phenylisoserine is used in studies on paclitaxel side chain synthesis and the design of anti-Plasmodium hybrid molecules[1][2][3].
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N-Benzoyl-(2R,3S)-3-phenylisoserine | 99.48% | N-Benzoyl-(2R,3S)-3-phenylisoserine is the C-13 chiral side chain of paclitaxel and serves as a synthetic scaffold for constructing paclitaxel and related hybrid molecules. N-Benzoyl-(2R,3S)-3-phenylisoserine is used in studies on paclitaxel side chain synthesis and the design of anti-Plasmodium hybrid molecules. | ||||||||||||||||||||
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References
- [1]. Ojima I, et al. Efficient and practical asymmetric synthesis of the taxol C-13 side chain, N-benzoyl-(2R,3S)-3-phenylisoserine, and its analogs via chiral 3-hydroxy-4-aryl-β-lactams through chiral ester enolate-imine cyclocondensation. J Org Chem. 1991;56(5):1681-1683.
- [2]. Njogu PM, et al. Design, Synthesis, and Antiplasmodial Activity of Hybrid Compounds Based on (2R,3S)-N-Benzoyl-3-phenylisoserine. ACS Med Chem Lett. 2013;4(7):637-641. [Content Brief]
- [3]. Gou DM, et al. A practical chemoenzymic synthesis of the taxol C-13 side chain N-benzoyl-(2R,3S)-3-phenylisoserine. J Org Chem. 1993;58(5):1287-1289.
