Methyl 4-oxotetrahydrofuran-3-carboxylate
- Product Name
- Methyl 4-oxotetrahydrofuran-3-carboxylate
- CAS No.
- 57595-23-0
- Chemical Name
- Methyl 4-oxotetrahydrofuran-3-carboxylate
- Synonyms
- Methyl 4-oxotetrahydrofur...;methyl 4-oxooxolane-3-carboxylate;Methyl 4-oxotetrahydrofuran-3-carboxylate;4-oxo-3-oxolanecarboxylic acid methyl ester;Tetrahydro-4-oxo-3-furoic acid methyl ester;Tetrahydro-4-oxo-3-furancarboxylic Acid Methyl Ester;3-Furancarboxylic acid, tetrahydro-4-oxo-, methyl ester
- CBNumber
- CB42517454
- Molecular Formula
- C6H8O4
- Formula Weight
- 144.13
- MOL File
- 57595-23-0.mol
Methyl 4-oxotetrahydrofuran-3-carboxylate Property
- Boiling point:
- 220℃
- Density
- 1.265
- Flash point:
- 91℃
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 10.72±0.20(Predicted)
- Appearance
- Colorless to light pink Liquid
- InChI
- InChI=1S/C6H8O4/c1-9-6(8)4-2-10-3-5(4)7/h4H,2-3H2,1H3
- InChIKey
- FCUDJBUBWCJOLK-UHFFFAOYSA-N
- SMILES
- O1CC(=O)C(C(OC)=O)C1
Safety
- RIDADR
- UN1993
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- T294195
- Product name
- Tetrahydro-4-oxo-3-furancarboxylicAcidMethylEster
- Packaging
- 1g
- Price
- $160
- Updated
- 2021/12/16
- Product number
- 2H29-1-50
- Product name
- Methyl4-oxooxolane-3-carboxylate
- Purity
- 97.0%
- Packaging
- 1g
- Price
- $225
- Updated
- 2021/12/16
- Product number
- 8499AB
- Product name
- Methyl4-oxotetrahydrofuran-3-carboxylate
- Packaging
- 250mg
- Price
- $88
- Updated
- 2021/12/16
- Product number
- 8499AB
- Product name
- Methyl4-oxotetrahydrofuran-3-carboxylate
- Packaging
- 1g
- Price
- $124
- Updated
- 2021/12/16
- Product number
- 2H29-1-50
- Product name
- Methyl4-oxooxolane-3-carboxylate
- Purity
- 97.0%
- Packaging
- 250mg
- Price
- $155
- Updated
- 2021/12/16
Methyl 4-oxotetrahydrofuran-3-carboxylate Chemical Properties,Usage,Production
Uses
Tetrahydro-4-oxo-3-furancarboxylic Acid Methyl Ester, is used for the preparation of fused-pyrimidine derivatives as a series of novel GPR119 agonists.
Synthesis
96-35-5
292638-85-8
57595-23-0
Methyl ethanoate (4.5 g, 50 mmol) was added slowly and dropwise to a stirred slurry of anhydrous ether (40 mL) of sodium hydride (2.2 g, 55 mmol) at room temperature (rt). The reaction mixture was stirred continuously for 14 h at room temperature and then concentrated under vacuum. Subsequently, a solution of methyl acrylate (5.2 g, 55 mmol) in DMSO (20 mL) was added to the resulting solid at 0 °C and the mixture was stirred for 15 minutes. After removing the cooling bath, stirring was continued for 45 min. The reaction mixture was poured into 5% H2SO4 (60 mL) and extracted with ether (150 mL). The organic layer was dried, concentrated, and purified by column chromatography to yield methyl 4-oxotetrahydrofuran-3-carboxylate 1.7 g (24% yield).1H NMR (CDCl3) data were as follows: δ 4.51-4.40 (m, 2H), 4.03 (q, J = 8.1 Hz, 2H), 3.80 (s, 3H), 3.54 (t, J = 8.1 Hz 1H).
References
[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 5, p. 2124 - 2130
[2] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 3, p. 1124 - 1130
[3] Patent: WO2008/21456, 2008, A2. Location in patent: Page/Page column 32
[4] Patent: WO2018/137573, 2018, A1. Location in patent: Page/Page column 104
[5] Tetrahedron Letters, 1989, vol. 30, # 45, p. 6129 - 6132
Methyl 4-oxotetrahydrofuran-3-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 4-oxotetrahydrofuran-3-carboxylate manufacturers
- Product
- Methyl 4-oxotetrahydrofuran-3-carboxylate 57595-23-0
- Price
- US $2.20-8.80/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons
- Release date
- 2025-07-08