ChemicalBook Product Catalog Biochemical Engineering Amino Acids and Derivatives Serine derivatives (2R,3S)-N-Benzoyl-3-phenyl Isoserine

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

(2R,3S)-N-Benzoyl-3-phenyl Isoserine Basic information
Product Name:(2R,3S)-N-Benzoyl-3-phenyl Isoserine
Synonyms:N-BENZOYL-(2R,3S)-3-AMINO-2-HYDROXY-3-PHENYL-PROPIONIC ACID;N-BENZOYL-(2R,3S)-3-PHENYLISOSERINE;TAXOL(R) SIDE CHAIN;(2R,3S)-3-Benzoylamino-2-Hydro;(2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropionacid;Taxol side chain alcohol;(2R, 3S)-3-BENZOYLAMINO-2-HYDROXY-3-PHENYLPROPIONACID,98+%;(2R,3S)-3-Benzoylamino-2-hydroxy-3-phenylpropionic acid
CAS:132201-33-3
MF:C16H15NO4
MW:285.3
EINECS:631-348-7
Product Categories:Herb extract;Serine Derivatives;Peptide Synthesis;Unnatural Amino Acid Derivatives;Amino Acids & Derivatives;Anti-virals;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:132201-33-3.mol
(2R,3S)-N-Benzoyl-3-phenyl Isoserine Structure
(2R,3S)-N-Benzoyl-3-phenyl Isoserine Chemical Properties
Melting point 169-172 °C (lit.)
Boiling point 580.7±50.0 °C(Predicted)
density 1.316±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility Acetonitrile (Slightly), DMSO (Slightly), Ethanol (Slightly)
form Solid
pka3.40±0.17(Predicted)
color White to Off-White
optical activity[α]20/D 40°, c = 1.0 in ethanol
CAS DataBase Reference132201-33-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HS Code 29242990
MSDS Information
ProviderLanguage
SigmaAldrich English
(2R,3S)-N-Benzoyl-3-phenyl Isoserine Usage And Synthesis
Uses(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.
UsesThe 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.
(2R,3S)-N-Benzoyl-3-phenyl Isoserine Preparation Products And Raw materials
BENZOYL ISOCYANATE Benzoyl peroxide β-Alanine L(+)-Lactic acid L-ALPHA-PHOSPHATIDYLSERINES, BRAIN, BOVINE 3-(4-Hydroxyphenyl)propionic acid Ethyl 2-(Chlorosulfonyl)acetate L-Homoserine Ascoric Acid 3,4'-DIAMINODIPHENYLMETHANE Folic acid (2R,3S)-N-Benzoyl-3-phenyl Isoserine DL-Serine TRIS EDTA ACETATE BUFFER, 10X, DNASE, RNASE AND PROTEASE FREE, PH 8.3, FOR MOLECULAR BIOLOGY Benzoyl chloride D-Cycloserine CHLOROPHOSPHONAZO III Citric acid
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