(2R,3S)-N-Benzoyl-3-phenyl Isoserine

CAS: 132201-33-3

Ref. TR-B208550

Product Information

• Name: (2R,3S)-N-Benzoyl-3-phenyl Isoserine
• Synonyms: (2R,3S)-N-Benzoyl-3-phenylisoserine, N-Benzoyl-(2R,3S)-3-phenylisoserine,(2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropionic acid, Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, (alphaR,betaS)-, Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, [R-(R*,S*)]-, Taxol side chain acid, (2R,3S)-2-hydroxy-3-phenyl-3-[(phenylcarbonyl)amino]propanoic acid, (2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropanoic acid, (2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropionic acid, (αR,βS)-β-(Benzoylamino)-α-hydroxybenzenepropanoic acid, Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, (αR,βS)-, Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, [R-(R*,S*)]-, N-benzoyl-(3S,2R)-3-phenylisoserine, benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, (alphaR,betaS)-, N-Benzoyl-(2R,3S)-3-phenylisoserine

Description

Impurity Paclitaxel Side Chain Impurity 1
Applications (2R,3S)-N-Benzoyl-3-phenylisoserine is an intermediate in the preparation of potent anticancer drug Paclitaxel (P132500) used to study the location of the binding sites. (2R,3S)-N-Benzoyl-3-phenylisoserine shows cytotoxic, antiviral and immunomodulatory activity. Paclitaxel Side Chain Impurity 1.
References Paal, K. et al.: Bioorg. Med. Chem., 15, 1323 (2007); Krawczyk, E. et al.: J. Pharm. Pharmacol., 57, 791 (2005);

• Brand: TRC

Chemical properties

• Molecular weight: 285.29
• Formula: C₁₆H₁₅NO₄
• Color/Form: Neat
• InChI: InChI=1S/C16H15NO4/c18-14(16(20)21)13(11-7-3-1-4-8-11)17-15(19)12-9-5-2-6-10-12/h1-10,13-14,18H,(H,17,19)(H,20,21)/t13-,14+/m0/s1
• InChI key: InChIKey=HYJVYOWKYPNSTK-UONOGXRCSA-N
• SMILES: O=C(N[C@@H](c1ccccc1)[C@@H](O)C(=O)O)c1ccccc1