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132201-33-3,MFCD00274633
Catalog No.:AA0010B0

132201-33-3 | N-Benzoyl-(2r,3s)-3-phenylisoserine

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Purity
Availability
Price(USD)
Quantity
  
100mg
98%
in stock  
$36.00   $25.00
- +
250mg
98%
in stock  
$57.00   $40.00
- +
1g
97%
in stock  
$75.00   $53.00
- +
5g
97%
in stock  
$262.00   $184.00
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10g
97%
in stock  
$441.00   $309.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0010B0
Chemical Name:
N-Benzoyl-(2r,3s)-3-phenylisoserine
CAS Number:
132201-33-3
Molecular Formula:
C16H15NO4
Molecular Weight:
285.2946
MDL Number:
MFCD00274633
SMILES:
O=C(c1ccccc1)N[C@H]([C@H](C(=O)O)O)c1ccccc1
Properties
Properties
 
BP:
580.7°C at 760 mmHg  
Form:
Solid  
MP:
169-172 °C(lit.)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
359  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
5  
XLogP3:
1.7  

Downstream Synthesis Route

[1]JournalofOrganicChemistry,1992,vol.57,p.4320-4323

[2]Patent:US5637739,1997,A

[3]ActaChemicaScandinavica,1996,vol.50,p.649-651

[4]Synlett,2002,p.1665-1668

[5]Patent:US5294737,1994,A

[1]Tetrahedron,1992,vol.48,p.6985-7012

[2]JournalofOrganicChemistry,1991,vol.56,p.1681-1683

[3]JournalofOrganicChemistry,1994,vol.59,p.5104-5105

[1]JournalofOrganicChemistry,1993,vol.58,p.1287-1289

taxol 
  132201-33-3 

[1]AnalyticalChemistry,1992,vol.64,p.2323-2326

taxol 
  132201-33-3    65-85-0 

[1]AnalyticalChemistry,1992,vol.64,p.2323-2326

Literature

Title: Phenylisoserine in the gas-phase and water: Ab initio studies on neutral and zwitterion conformers.

Journal: Journal of molecular modeling 20110501

Title: Clinical trials and progress with paclitaxel in ovarian cancer.

Journal: International journal of women's health 20100101

Title: Cytotoxic, antiviral (in-vitro and in-vivo), immunomodulatory activity and influence on mitotic divisions of three taxol derivatives: 10-deacetyl-baccatin III, methyl (N-benzoyl-(2'R,3'S)-3'-phenylisoserinate) and N-benzoyl-(2'R,3'S)-3'-phenylisoserine.

Journal: The Journal of pharmacy and pharmacology 20050601

Title: Characterization of an abeo-taxane: brevifoliol and derivatives.

Journal: Journal of natural products 20040501

Title: Effect of antiproliferative agents on vascular function in normal and in vitro balloon-injured porcine coronary arteries.

Journal: European journal of pharmacology 20031114

Title: Synthesis of biologically active taxol analogues with modified phenylisoserine side chains.

Journal: Journal of medicinal chemistry 19921030

Title: Iwao Ojima, et al. Efficient and Practical Asymmetric Synthesis of the Taxol C-13 Side Chain, N-Benzoyl-(2R,3S)-3-phenylisoserinea,n d Its Analogues via Chiral3-Hydroxy-4-aryl-&lactams through Chiral Ester Enolate-Imine Cyclocondensation.

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SDS
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