444375
N-Benzoyl-(2R,3S)-3-phenylisoserine
98%
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About This Item
Linear Formula:
C6H5CONHCH(C6H5)CH(OH)CO2H
CAS Number:
Molecular Weight:
285.29
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
MDL number:
Quality Segment
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
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.
Signal Word
Warning
Hazard Codes
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
PPE (personal protective equipment)
dust mask type N95 (US), Eyeshields, Gloves
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