ChemicalBook > CAS DataBase List > Methyl 4-oxotetrahydrofuran-3-carboxylate

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
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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
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Safety

RIDADR 
UN1993
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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..…

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N-Bromosuccinimide Price

TRC
Product number
T294195
Product name
Tetrahydro-4-oxo-3-furancarboxylicAcidMethylEster
Packaging
1g
Price
$160
Updated
2021/12/16
SynQuest Laboratories
Product number
2H29-1-50
Product name
Methyl4-oxooxolane-3-carboxylate
Purity
97.0%
Packaging
1g
Price
$225
Updated
2021/12/16
AK Scientific
Product number
8499AB
Product name
Methyl4-oxotetrahydrofuran-3-carboxylate
Packaging
250mg
Price
$88
Updated
2021/12/16
AK Scientific
Product number
8499AB
Product name
Methyl4-oxotetrahydrofuran-3-carboxylate
Packaging
1g
Price
$124
Updated
2021/12/16
SynQuest Laboratories
Product number
2H29-1-50
Product name
Methyl4-oxooxolane-3-carboxylate
Purity
97.0%
Packaging
250mg
Price
$155
Updated
2021/12/16
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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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Methyl 4-oxotetrahydrofuran-3-carboxylate Suppliers

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View Lastest Price from Methyl 4-oxotetrahydrofuran-3-carboxylate manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
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

57595-23-0, Methyl 4-oxotetrahydrofuran-3-carboxylateRelated Search:


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