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

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(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
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(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
pka
3.40±0.17(Predicted)
color 
White to Off-White
optical activity
[α]20/D 40°, c = 1.0 in ethanol
CAS DataBase Reference
132201-33-3(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29242990

MSDS

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(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.

Uses

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.

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