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
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
Safety
- HS Code
- 2933790090
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.
N-Bromosuccinimide Price
- Product number
- M2720
- Product name
- Methyl DL-Pyroglutamate
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $34
- Updated
- 2025/07/31
- Product number
- M2720
- Product name
- Methyl DL-Pyroglutamate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $100
- Updated
- 2025/07/31
- Product number
- M324615
- Product name
- Methyl5-Oxopyrrolidine-2-carboxylate
- Packaging
- 10g
- Price
- $195
- Updated
- 2021/12/16
- Product number
- M324615
- Product name
- Methyl5-Oxopyrrolidine-2-carboxylate
- Packaging
- 25g
- Price
- $385
- Updated
- 2021/12/16
- Product number
- W6879
- Product name
- Methyl DL-Pyroglutamate
- Packaging
- 1g
- Price
- $16
- Updated
- 2021/12/16
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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View Lastest Price from 5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER manufacturers
- 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