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Merck

460826

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

98%

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5 G

€76.80

€76.80


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About This Item

Linear Formula:
C6H5CH2CH2CH(OH)CO2C2H5
CAS Number:
Molecular Weight:
208.25
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3590943

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Product Name

Ethyl (R)-(−)-2-hydroxy-4-phenylbutyrate, 98%

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

SMILES string

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

InChI key

ZJYKSSGYDPNKQS-LLVKDONJSA-N

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.)

functional group

ester
hydroxyl
phenyl

Quality Level

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This Item
558109307084402451
assay

98%

assay

98%

assay

98%

assay

98%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

bp

212 °C (lit.)

bp

206-207 °C (lit.)

bp

172-174 °C (lit.)

bp

-

density

1.075 g/mL at 20 °C (lit.)

density

0.976 g/mL at 25 °C (lit.)

density

0.943 g/mL at 20 °C (lit.)

density

-

refractive index

n20/D 1.504 (lit.)

refractive index

n20/D 1.5150 (lit.)

refractive index

n20/D 1.452

refractive index

-

optical activity

[α]21/D −10°, neat

optical activity

[α]20/D −17.0°, c = 1% in chloroform

optical activity

[α]19/D −10°, neat

optical activity

[α]25/D −48°, c = 2 in chloroform

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.[1]

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

302.0 °F - closed cup

flash_point_c

150 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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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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