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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

460826-5G:
460826-1G:
460826-BULK:
460826-VAR:

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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