ChemicalBook--->CAS DataBase List--->153433-80-8

153433-80-8

153433-80-8 Structure

153433-80-8 Structure
IdentificationBack Directory
[Name]

(2R,3S)-3-PHENYLISOSERINE ETHYLESTER
[CAS]

153433-80-8
[Synonyms]

TAXOL SIDE CHAIN ETHYL ESTER(SH)
(2R,3S)- Phenylisoserine ethylester
(2R,3S)-3-PHENYLISOSERINE ETHYLESTER
(2R,3S)-N-Benzoyl-3-phenyl Isoserine Eth
BENZYLOXYPHENYLISOSERINE ETHYLESTER,N-(P)
(2R,3S)-ethyl 2,3-diamino-3-phenylpropanoate
(2R,3S)-ethyl3-benzamido-2-hydroxy-3-phenylpropanoate
ethyl (2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoate
Ethyl(2R,3S)-3-(benzoylaMino)-2-hydroxybenzenepropanoale
Ethyl (2R,3S)-3-(benzoylamino)-2-hydroxybenzenepropanoate
(αR,βS)-β-(BenzoylaMino)-α-hydroxybenzenepropanoic Acid Ethyl Ester
Benzenepropanoic acid, b-(benzoylamino)-a-hydroxy-, ethyl ester, (aR,bS)-
Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, ethyl ester, (αR,βS)-
[EINECS(EC#)]

1806241-263-5
[Molecular Formula]

C18H19NO4
[MDL Number]

MFCD11617952
[MOL File]

153433-80-8.mol
[Molecular Weight]

313.35
Chemical PropertiesBack Directory
[Melting point ]

162~163℃
[Boiling point ]

546.8±50.0 °C(Predicted)
[density ]

1.211±0.06 g/cm3(Predicted)
[solubility ]

Chloroform, Ethyl Acetate, Methanol
[form ]

Solid
[pka]

12.19±0.20(Predicted)
[color ]

White
[CAS DataBase Reference]

153433-80-8
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

(2R,3S)-3-PHENYLISOSERINE ETHYLESTER is an intermediate in the preparation of potent anticancer drug Paclitaxel (P132500) used to study the location of the binding sites. (2R,3S)-3-PHENYLISOSERINE ETHYLESTER shows cytotoxic, antiviral and immunomodulatory activity.
[Synthesis]

The conventional synthesis of ethyl (2R,3S)-3-(benzoylamino)-2-hydroxybenzenepropanoate is mainly made by asymmetric bis-hydroxylation of α,β-unsaturated esters, followed by azide substitution and reduction.
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