Methyl (2R,3S)-N-benzoyl-3-phenylisoserine

CAS: 32981-85-4

Ref. 3D-FM32203

Product Information

• Name: Methyl (2R,3S)-N-benzoyl-3-phenylisoserine
• Synonyms: (2R,3S)-1-benzoyl-2-hydroxy-3-aminophenylpionic acid ester, (2R,3S)-Methyl 3-benzoylamino-2-hydroxy-3-phenylpropanoate, (2R,3S)-N-Benzoyl-3-phenylisoserine methyl ester, Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, methyl ester, (αR,βS)-, Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, methyl ester, [R-(R*,S*)]-, Isoserine, N-benzoyl-3-phenyl-, methyl ester, (2R,3S)-, Lkt-T 0104, Methyl (-)-(2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropionate, Methyl(2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoale, Methyl(2R,3S)-N-benzoylphenylisoserinate, Methyl-(2R,3S)-N-Benzoyl-3-Phenylisos, N-Benzoyl-3-Phenyl isoserine methyl ester, Paclitaxel Side Chain No.4, methyl (2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoate, methyl (2R,3S)-3-benzamido-2-hydro-3-phenylpropionate, methyl (2R,3S)-3-benzamido-2-hydroxy-3-phenylpropionate

Description

Methyl (2R,3S)-N-benzoyl-3-phenylisoserine is a potent anticancer drug that inhibits the growth of tumor cells. It has been shown to be effective against breast cancer and prostate cancer cell lines and is currently being tested in clinical trials for its antitumor activity. Methyl (2R,3S)-N-benzoyl-3-phenylisoserine has been shown to induce apoptosis in a number of tumor cell lines and may function by increasing the intracellular level of reactive oxygen species. This drug also binds to microtubules, which are essential for the mitotic spindle assembly checkpoint that prevents cells from entering mitosis until all chromosomes are properly aligned at the metaphase plate.
Methyl (2R,3S)-N-benzoyl-3-phenylisoserine belongs to the group of taxane drugs and was first isolated from Taxus brevif

• Brand: Biosynth

Chemical properties

• Molecular weight: 299.32 g/mol
• Formula: C₁₇H₁₇NO₄
• Purity: Min. 95%
• Color/Form: White/Off-White Solid
• InChI: InChI=1S/C17H17NO4/c1-22-17(21)15(19)14(12-8-4-2-5-9-12)18-16(20)13-10-6-3-7-11-13/h2-11,14-15,19H,1H3,(H,18,20)/t14-,15+/m0/s1
• InChI key: InChIKey=UYJLJICUXJPKTB-LSDHHAIUSA-N
• SMILES: COC(=O)[C@H](O)[C@@H](NC(=O)c1ccccc1)c1ccccc1