444375

N-Benzoyl-(2R,3S)-3-phenylisoserine

98%

• Linear Formula: C₆H₅CONHCH(C₆H₅)CH(OH)CO₂H
• CAS Number: 132201-33-3
• Molecular Weight: 285.29
• MDL number: MFCD00274633
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 24868119
• NACRES: NA.22

Properties

• assay: 98%
• optical activity: [α]20/D −40°, c = 1.0 in ethanol
• reaction suitability: reaction type: solution phase peptide synthesis
• mp: 169-172 °C (lit.)
• application(s): peptide synthesis
• SMILES string: O[C@H]([C@@H](NC(=O)c1ccccc1)c2ccccc2)C(O)=O
• 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: HYJVYOWKYPNSTK-UONOGXRCSA-N

Description

Application

The presence of this chiral side chain has proven to be essential for the biological activity of taxol, one of the most promising anticancer agents being investigated. The challenging synthesis of taxol has stimulated interest in the attachment of the C-13 side chain to naturally derived taxanes like baccatin III.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves