ChemicalBook > CAS DataBase List > 5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER

5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER

Product Name
5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER
CAS No.
54571-66-3
Chemical Name
5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER
Synonyms
AKOS 90262;H-D-Pyr-OMe;Methyl 5-oxoprolinate;METHYL DL-PYROGLUTAMATE;methyl 5-oxo-DL-prolinate;Proline, 5-oxo-, Methylester;5-Oxo-DL-proline methyl ester;(±)-5-Oxoproline methyl ester;DL-Pyroglutamic Acid Methyl Ester;Methyl 2-pyrrolidinone-5-carboxylate
CBNumber
CB2681579
Molecular Formula
C6H9NO3
Formula Weight
143.14
MOL File
54571-66-3.mol
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5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER Property

Melting point:
21-23℃ lit.
Boiling point:
133-135℃/1mm
Density 
1.204
refractive index 
1.4850
storage temp. 
Inert atmosphere,Room Temperature
form 
Solid
pka
14.65±0.40(Predicted)
color 
Colorless to Brown
InChI
InChI=1S/C6H9NO3/c1-10-6(9)4-2-3-5(8)7-4/h4H,2-3H2,1H3,(H,7,8)/t4-/m0/s1
InChIKey
HQGPKMSGXAUKHT-BYPYZUCNSA-N
SMILES
C(OC)(=O)[C@@H]1CCC(=O)N1
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Safety

HS Code 
2933790090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TCI Chemical
Product number
M2720
Product name
Methyl DL-Pyroglutamate
Purity
>98.0%(GC)
Packaging
1g
Price
$34
Updated
2025/07/31
TCI Chemical
Product number
M2720
Product name
Methyl DL-Pyroglutamate
Purity
>98.0%(GC)
Packaging
5g
Price
$100
Updated
2025/07/31
TRC
Product number
M324615
Product name
Methyl5-Oxopyrrolidine-2-carboxylate
Packaging
10g
Price
$195
Updated
2021/12/16
TRC
Product number
M324615
Product name
Methyl5-Oxopyrrolidine-2-carboxylate
Packaging
25g
Price
$385
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0030370
Product name
METHYL 5-OXOPYRROLIDINE-2-CARBOXYLATE
Purity
95.00%
Packaging
1G
Price
$653.73
Updated
2021/12/16
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5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER Chemical Properties,Usage,Production

Uses

Methyl 5-Oxopyrrolidine-2-carboxylate, a purinoceptor antagonists in humans.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 28, p. 1143, 1991 DOI: 10.1002/jhet.5570280452

Synthesis

67-56-1

149-87-1

4931-66-2

Sulfoxide chloride (6.60 mL, 90.6 mmol) was slowly added to a solution of 5-oxopyrrolidine-2-carboxylic acid (9.00 g, 69.7 mmol) in methanol (20 mL) at 0 °C. The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the mixture was concentrated under vacuum. The residue was diluted with deionized water (100 mL) and extracted with ethyl acetate (100 mL). The organic phase was separated and washed sequentially with deionized water (20 mL) and saturated saline (50 mL), dried over anhydrous sodium sulfate and concentrated under vacuum to give methyl 5-oxopyrrolidine-2-carboxylate (5.60 g, 58% yield) as a colorless liquid. The product did not need further purification and could be used directly in the subsequent reaction. Mass Spectrometry (ESI) m/z [M+H]+: 144.00, retention time: 1.33 min, relative abundance: 68.6%.1H NMR (400 MHz, DMSO-d6) δ 2.04-2.18 (m, 2H), 3.56-3.62 (m, 2H), 3.70 (s, 3H), 4.16-4.22 (m, 1H). 7.97 (s, 1H).

References

[1] Journal of Heterocyclic Chemistry, 1991, vol. 28, # 4, p. 1143 - 1146
[2] Synthesis (Germany), 2016, vol. 48, # 14, p. 2226 - 2244
[3] Journal of the American Chemical Society, 1987, vol. 109, # 25, p. 7925 - 7926
[4] Chemistry - A European Journal, 2005, vol. 11, # 8, p. 2577 - 2590
[5] Patent: EP2098526, 2009, A1. Location in patent: Page/Page column 13

5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER Suppliers

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View Lastest Price from 5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER manufacturers

Career Henan Chemical Co
Product
5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER 54571-66-3
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
10KG
Release date
2019-08-05

54571-66-3, 5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTERRelated Search:

Pidobenzone Ethyl L-pyroglutamate Methyl L-pyroglutamate DIRHODIUM (II) TETRAKIS(METHYL 2-PYRROLIDONE-5(S)-CARBOXYLATE)ACETONITRILE/2-PROPANOL COMPLEX (S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER L-PYROGLUTAMIC ACID PENTACHLOROPHENYL ESTER Ethyl D-(-)-pyroglutamate Crilvastatin N-OCTYL L-2-PYRROLIDONE-5-CARBOXYLATE Pidolacetamol DIRHODIUM (II) TETRAKIS(METHYL 2-PYRROLIDONE-5(R)-CARBOXYLATE)ACETONITRILE/2-PROPANOL COMPLEX 1-BOC-D-PYROGLUTAMIC ACID ETHYL ESTER 1-BENZYL-5-OXO-PYRROLIDINE-3-CARBOXYLIC ACID METHYL ESTER (S)-1-BENZYL-5-OXO-PYRROLIDINE-3-CARBOXYLIC ACID METHYL ESTER D-PYROGLUTAMIC ACID TERT-BUTYL ESTER (R)-METHYL 1-BENZYL-5-OXOPYRROLIDINE-2-CARBOXYLATE (R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE Z-PYR-ONP

  • METHYL DL-PYROGLUTAMATE
  • AKOS 90262
  • 5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER
  • METHYL 5-OXOPYRROLIDINE-2-CARBOXYLATE
  • (2R)-5-Oxopyrrolidine-2-carboxylic acid methyl ester
  • (2R)-5-Oxopyrrolidine-2β-carboxylic acid methyl ester
  • (R)-5-Oxo-2-pyrrolidinecarboxylic acid methyl ester
  • (R)-5-Oxopyrrolidine-2β-carboxylic acid methyl ester
  • 5-Oxo-2-pyrrolidinecarboxylic acid methyl ester
  • (±)-5-Oxoproline methyl ester
  • 5-Oxo-DL-proline methyl ester
  • rac-(R*)-5-Oxo-2-pyrrolidinecarboxylic acid methyl ester
  • H-D-Pyr-Ome/5-Oxo-Pyrrolidine-2-carboxylic acid methyl ester
  • methyl 5-oxo-DL-prolinate
  • H-D-Pyr-OMe
  • DL-Methyl 5-oxopyrrolidine-2-carboxylate
  • Pyrrolidon-5-carbonsaeure-2-Methylester
  • Proline, 5-oxo-, Methylester
  • Methyl <small>DL</small>-Pyroglutamate
  • DL-Pyroglutamic Acid Methyl Ester
  • Methyl5-oxopyrrolidine-2-carboxylate,95%
  • Methyl 2-pyrrolidinone-5-carboxylate
  • Methyl 5-oxoprolinate
  • 54571-66-3
  • pharmacetical