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

Names

[ Name ]:
N-Benzoyl-(2R,3S)-3-phenylisoserine

[Synonym ]:
(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoic acid
MFCD00274633

Biological Activity

[Description]:

N-Benzoyl-(2R,3S)-3-phenylisoserine is a Taxol C-13 Side Chain and crucial for the strong antitumor activity of Taxol[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Others

Research Areas >> Cancer

[References]

[1]. 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.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.316g/cm3

[ Boiling Point ]:
580.7ºC at 760 mmHg

[ Melting Point ]:
169-172 °C(lit.)

[ Molecular Formula ]:
C₁₆H₁₅NO₄

[ Molecular Weight ]:
285.29500

[ Flash Point ]:
305ºC

[ Exact Mass ]:
285.10000

[ PSA ]:
86.63000

[ LogP ]:
1.99410

[ Vapour Pressure ]:
2.51E-14mmHg at 25°C

[ Index of Refraction ]:
1.625

[ Storage condition ]:
-20℃

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Kingston, D.G.I. et al.

J. Nat. Prod. 53 , 1, (1990)

Mangatal, L. et al.

Tetrahedron 45 , 4177, (1989)

Borman, S.

Chem. Eng. News 69(35) , 11, (1991)