methyl 3-oxocyclopentane-1-carboxylate
Uses Application- Product Name
- methyl 3-oxocyclopentane-1-carboxylate
- CAS No.
- 32811-75-9
- Chemical Name
- methyl 3-oxocyclopentane-1-carboxylate
- Synonyms
- Cyclopentanecarboxylic acid, 3-oxo-, Methyl ester;Methyl 3-oxo-cyclopentane...;Methyl-3-oxo-cyclopentane carboxylate;methyl 3-oxocyclopentane-1-carboxylate;1-Methyl-3-oxocyclopentane-1-carboxylate;3-Oxo-cyclopentanecarboxylic acid methyl ester;3-oxo-1-cyclopentanecarboxylic acid methyl ester;3-OXO-CYCLOPENTANECARBOXYLIC ACID METHYL ESTER, 95+%;Methyl-3-oxo-cyclopentane carboxylate, 95% (Custom work);Cyclopentanecarboxylic acid, 3-oxo-, methyl ester (6CI, 7CI, 8CI, 9CI, ACI)
- CBNumber
- CB41261420
- Molecular Formula
- C7H10O3
- Formula Weight
- 142.15
- MOL File
- 32811-75-9.mol
methyl 3-oxocyclopentane-1-carboxylate Property
- Boiling point:
- 130-140℃ (10 Torr)
- Density
- 1.157±0.06 g/cm3(Predicted)
- refractive index
- 1.4565 (589.3 nm 23℃)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- liquid
- color
- light yellow
- InChI
- InChI=1S/C7H10O3/c1-10-7(9)5-2-3-6(8)4-5/h5H,2-4H2,1H3
- InChIKey
- KTGCFXSELRVRFH-UHFFFAOYSA-N
- SMILES
- C1(C(OC)=O)CCC(=O)C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H318Causes serious eye damage
H411Toxic to aquatic life with long lasting effects
- Precautionary statements
-
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- SYX00133
- Product name
- 3-Oxocyclopentanecarboxylic acid methyl ester
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $497
- Updated
- 2025/07/31
- Product number
- B496045
- Product name
- Methyl3-Oxocyclopentanecarboxylate
- Packaging
- 500mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 2229-1-X4
- Product name
- Methyl 3-oxocyclopentane-1-carboxylate
- Packaging
- 1g
- Price
- $100
- Updated
- 2021/12/16
- Product number
- OR42206
- Product name
- Methyl3-oxocyclopentane-1-carboxylate
- Packaging
- 500mg
- Price
- $153
- Updated
- 2021/12/16
- Product number
- W5454
- Product name
- Methyl3-oxocyclopentanecarboxylate
- Packaging
- 5g
- Price
- $180
- Updated
- 2021/12/16
methyl 3-oxocyclopentane-1-carboxylate Chemical Properties,Usage,Production
Uses
3-Oxocyclopentanecarboxylic acid methyl ester can be used as a pharmaceutical synthesis intermediate. It can be prepared from 3-oxocyclopentanecarboxylic acid as a raw material and can be used to synthesize 3-hydroxycyclopentanecarboxylic acid ester. Furthermore, it can be used to synthesize a series of heterocyclic compounds with glutaminase inhibitory activity.
Application
3-Oxocyclopentanecarboxylic acid methyl ester can be used as a pharmaceutical synthesis intermediate and can be used to synthesize 3-hydroxycyclopentanecarboxylate.
Synthesis Reference(s)
Journal of the American Chemical Society, 99, p. 5508, 1977 DOI: 10.1021/ja00458a060
Synthesis
67-56-1
98-78-2
32811-75-9
General procedure for the synthesis of methyl 3-oxocyclopentanecarboxylate from methanol and 3-oxo-1-cyclopentanecarboxylic acid: 3-oxocyclopentane-1-carboxylic acid (10.0 g, 78.13 mmol, 1.0 eq.) was dissolved in methanol (100 ml) and the solution was cooled to 0 °C. Subsequently, concentrated sulfuric acid (2 mL) was slowly added and the reaction mixture was heated to 80 °C and maintained for 6 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the complete consumption of the feedstock, the solvent was removed by evaporation under reduced pressure. The crude product obtained was quenched with water (100 mL) and subsequently extracted with ethyl acetate (2 x 100 mL). The organic phases were combined and washed sequentially with saturated sodium bicarbonate solution (1 x 100 mL) and distilled water (1 x 100 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the title product methyl 3-oxocyclopentanecarboxylate as a colorless liquid (10.0 g, 91.0% yield). The product was analyzed by LC-MS showing a UV inactive compound with a mass spectrometry calculated value of [M+H]+ of 142.06 and a measured value of [M+H2O]+ of 159.96.1H NMR (400 MHz, CDCl3) data were as follows: δ 3.73 (s, 3H), 3.17-3.09 (m, 1H), 2.55-2.24 (m, 4H). 2.21-2.04 (m, 2H).
References
[1] Patent: WO2017/27582, 2017, A1. Location in patent: Page/Page column 77
[2] Patent: CN107474024, 2017, A. Location in patent: Paragraph 0408; 0409; 0410; 0411
[3] Patent: WO2003/93231, 2003, A2. Location in patent: Page/Page column 50
[4] Patent: WO2013/170030, 2013, A1. Location in patent: Page/Page column 165-166
[5] Patent: WO2013/28474, 2013, A1. Location in patent: Page/Page column 96
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View Lastest Price from methyl 3-oxocyclopentane-1-carboxylate manufacturers
- Product
- methyl 3-oxocyclopentane-1-carboxylate 32811-75-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2024-08-01
- Product
- methyl 3-oxocyclopentane-1-carboxylate 32811-75-9
- Price
- US $8.80/KG
- Min. Order
- 1KG
- Purity
- 97%-99%
- Supply Ability
- 100kg
- Release date
- 2019-08-05