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375322 Sigma-Aldrich

Ethyl 2-oxo-4-phenylbutyrate

97%

  • CAS Number 64920-29-2

  • Linear Formula C6H5CH2CH2COCOOCH2CH3

  • Molecular Weight 206.24

  •  Beilstein/REAXYS Number 2725083

  •  EC Number 265-276-9

  •  MDL number MFCD00037533

  •  PubChem Substance ID 24863381

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Properties

Related Categories Building Blocks, C12 to C63, Carbonyl Compounds, Chemical Synthesis, Esters,
InChI Key   STPXIOGYOLJXMZ-UHFFFAOYSA-N
assay   97%
refractive index   n20/D 1.504 (lit.)
bp   132 °C/2 mmHg(lit.)
density   1.091 g/mL at 25 °C (lit.)

Description

General description

Ethyl 2-oxo-4-phenylbutyrate is an aliphatic α-ketoester. Bioreduction of ethyl 2-oxo-4-phenylbutyrate is reported to yield ethyl (R)-2-hydroxy-4-phenylbutanoate. The effect of ionic liquid on the asymmetric reduction of ethyl 2-oxo-4-phenylbutyrate by Saccharomyces cerevisiae has been reported. Asymmetric reduction of ethyl 2-oxo-4-phenylbutyrate using a bacterial reductase is reported. Enantioselective hydrogenation of ethyl 2-oxo-4-phenylbutyrate using homogeneous Rh-diphosphine and heterogeneous Pt/Al2O3-cinchona catalysts has been reported.

Application

Ethyl 2-oxo-4-phenylbutyrate may be used in the synthesis of ethyl (R)-2-hydroxy-4-phenylbutyrate, an important chiral precursor for angiotensin-converting enzyme (ACE) inhibitor.

Packaging

5, 25 mL in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C

Documents

Certificate of Analysis

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Protocols & Articles
Peer-Reviewed Papers
15

References

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