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460826

Sigma-Aldrich

Ethyl (R)-(−)-2-hydroxy-4-phenylbutyrate

98%

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About This Item

Linear Formula:
C6H5CH2CH2CH(OH)CO2C2H5
CAS Number:
90315-82-5
Molecular Weight:
208.25
Beilstein:
3590943
MDL number:
MFCD00077794
UNSPSC Code:
12352108
PubChem Substance ID:
24869747
NACRES:
NA.22

Quality Level

100

Assay

98%

optical activity

[α]21/D −10°, neat

refractive index

n20/D 1.504 (lit.)

bp

212 °C (lit.)

density

1.075 g/mL at 20 °C (lit.)

SMILES string

CCOC(=O)[C@H](O)CCc1ccccc1

InChI

1S/C12H16O3/c1-2-15-12(14)11(13)9-8-10-6-4-3-5-7-10/h3-7,11,13H,2,8-9H2,1H3/t11-/m1/s1

InChI key

ZJYKSSGYDPNKQS-LLVKDONJSA-N

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Application

Ethyl (R)-(−)-2-hydroxy-4-phenylbutyrate can be used as a key intermediate for the synthesis of various ACE inhibitors like Cilazapril, Benazepril, and Enalapril.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

302.0 °F - closed cup

Flash Point(C)

150 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Enantio-and regiospecific reduction of ethyl 4-phenyl-2, 4-dioxobutyrate with baker?s yeast: preparation of (R)-HPB ester
Fadnavis NW and Radhika KR
Tetrahedron Asymmetry, 15(21), 3443-3447 (2004)

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