309974
Ethyl (S)-(+)-mandelate
99%, optical purity ee: 99% (GLC)
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C6H5CH(OH)CO2C2H5
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Assay
99%
form
solid
optical activity
[α]21/D +134°, c = 3 in chloroform
optical purity
ee: 99% (GLC)
bp
106-107 °C/4 mmHg (lit.)
mp
32-34 °C (lit.)
SMILES string
CCOC(=O)[C@@H](O)c1ccccc1
InChI
1S/C10H12O3/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7,9,11H,2H2,1H3/t9-/m0/s1
InChI key
SAXHIDRUJXPDOD-VIFPVBQESA-N
Application
Ethyl (S)-(+)-mandelate can be used as a starting material for the preparation of N-benzyl 2-phenylacetamide derivatives, which are known as potent anticonvulsant agents.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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The anticonvulsant activities of functionalized N-benzyl 2-acetamidoacetamides. The importance of the 2-acetamido substituent
Bioorganic & Medicinal Chemistry, 4(12), 2105-2114 (1996)
Biochemistry, 43(7), 1883-1890 (2004-02-18)
(S)-Mandelate dehydrogenase (MDH) from Pseudomonas putida is a flavin mononucleotide (FMN)-dependent enzyme that oxidizes (S)-mandelate to benzoylformate. In this work, we show that the ethyl and methyl esters of (S)-mandelic acid are substrates for MDH. Although the binding affinity of
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