Ethyl D-(-)-pyroglutamate
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Ethyl D-(-)-pyroglutamate
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CAS No:
68766-96-1
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Formula:
C7H11NO3
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Chemical Name:
Ethyl D-(-)-pyroglutamate
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Synonyms:
D-Pyroglutamic ethyl ester;(R)-5-Oxoprolineethylester,D-5-Oxo-2-pyrrolidinecarboxylicacidethylester;(R)-5-Oxoprolineethylester,D-5-Oxo-2-pyrrolidinecarboxylicacidethylester,D-Pyroglutamicacidethylester,Ethyl5-oxo-D-proline,Ethylpyroglutamate;Ethyl D-(-)-pyroglutamate;(2R)-5-Oxo-2β-pyrrolidinecarboxylic acid ethyl ester;(R)-5-Oxo-2-pyrrolidinecarboxylic acid ethyl ester;Ethyl (R)-(-)-2-pyrrolidone-5-carboxylate,99%;Ethyl (R)-(-)-2-pyrrolidone-5-carboxylateD(-)-Pyroglutamic acid ethyl esterEthyl (R)-(-)-pyroglutamateEthyl D(-)-pyroglutamate
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CAS No:
Characteristics
55.4
-0.1
Pale yellow to yellow low melting solid
1.2±0.1 g/cm3
53-57 °C
176 °C12 mm Hg(lit.)
>230 °F
1.466
0-6°C
3.5 º (C=5, H2O)
Ethyl D-(-)-pyroglutamate Use and Manufacturing
To a solution of (f?)-5-oxopyrrolidine-2-carboxylic acid (10 g, 69.84 mmol; available from AldrichNo.422614) in EtOH (100 ml) cooled at -5°C, thionyl chloride (10 ml, 139.68 mmol) was added and the resulting mixture was stirred at RT for 3 hrs. Solvents were evaporated in vacuo and the resulting residue was taken up with EtOAc (350 ml), washed with water/TEA (40/12ml), then with water (40 ml). Collected organics were dried over NaTo a solution of (R)-5-oxopyrrolidine-2-carboxylic acid (10 g, 69.84 mmol; available from Aldrich422614) in EtOH (100 ml) cooled at −5° C., thionyl chloride (10 ml, 139.68 mmol) was added and the resulting mixture was stirred at RT for 3 hrs. Solvents were evaporated in vacuo and the resulting residue was taken up with EtOAc (350 ml), washed with water/TEA (40/12 ml), then with water (40 ml). Collected organics were dried over Na
Computed Properties
Molecular Weight:157.17
XLogP3:-0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:157.07389321
Monoisotopic Mass:157.07389321
Topological Polar Surface Area:55.4
Heavy Atom Count:11
Complexity:179
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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