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

CAS: 153433-80-8

Ref. TR-B208555

Product Information

• Name: (2R,3S)-N-Benzoyl-3-phenyl Isoserine Ethyl Ester
• Synonyms: Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, ethyl ester, (αR,βS)-, Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, ethyl ester, [R-(R*,S*)]-, Ethyl (2R,3S)-3-(benzoylamino)-2-hydroxybenzenepropanoate, (2R,3S)-N-Benzoyl-3-phenylisoserine ethyl ester, Ethyl (2R,3S)-3-Benzamido-2-hydroxy-3-phenylpropanoate
• Brand: TRC

Description

Applications (2R,3S)-N-Benzoyl-3-phenylisoserine ethyl ester 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 ethyl ester shows cytotoxic, antiviral and immunomodulatory activity.
References Paal, K. et al.: Bioorg. Med. Chem., 15, 1323 (2007); Krawczyk, E. et al.: J. Pharm. Pharmacol., 57, 791 (2005);

Chemical properties

• Molecular weight: 313.35
• Formula: C₁₈H₁₉NO₄
• Color/Form: Neat
• InChI: InChI=1S/C18H19NO4/c1-2-23-18(22)16(20)15(13-9-5-3-6-10-13)19-17(21)14-11-7-4-8-12-14/h3-12,15-16,20H,2H2,1H3,(H,19,21)/t15-,16+/m0/s1
• InChI key: InChIKey=OQAQLARGRIIKCB-JKSUJKDBSA-N
• SMILES: CCOC(=O)[C@H](O)[C@@H](NC(=O)c1ccccc1)c1ccccc1