Oxo-(2-oxo-tetrahydro-furan-3-YL)-acetic acid ethyl ester

Base Information

• Chemical Name: Oxo-(2-oxo-tetrahydro-furan-3-YL)-acetic acid ethyl ester
• CAS No.: 42564-36-3
• Molecular Formula: C₈H₁₀O₅
• Molecular Weight: 186.164
• European Community (EC) Number: 838-985-1
• Nikkaji Number: J752.574E
• Mol file: 42564-36-3.mol

Synonyms:42564-36-3;OXO-(2-OXO-TETRAHYDRO-FURAN-3-YL)-ACETIC ACID ETHYL ESTER;Ethyl 2-oxo-2-(2-oxooxolan-3-yl)acetate;Ethyl 2-Oxo-2-(2-oxotetrahydrofuran-3-yl)acetate;SCHEMBL8197881;UBJLUTQBSGFTBU-UHFFFAOYSA-N;MFCD00030632;AKOS015908168;SB37160;ethyl (tetrahydro-2-oxo-3-furyl)glyoxylate;ethyl oxo(2-oxotetrahydro-3-furanyl)acetate;CS-0298743;ethyl (tetrahydro-2-oxo-3-furyl)-glyoxylate;EN300-104621;alpha,2-Dioxotetrahydrofuran-3-acetic acid ethyl ester;OXO-(2-OXO-TETRAHYDRO-FURAN-3-YL)-ACETICACIDETHYLESTER

Chemical Property of Oxo-(2-oxo-tetrahydro-furan-3-YL)-acetic acid ethyl ester

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 186.05282342
• Heavy Atom Count: 13
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-Oxo-2-(2-oxotetrahydrofuran-3-yl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1CCOC1=O
• Uses: Ethyl 2-Oxo-2-(2-oxotetrahydrofuran-3-yl)acetate is an intermediate formed in the synthesis of 5-[[(Dimethylamino)iminomethyl]amino]-2-oxopentanoic Acid (D471015), a metabolite of asymmetric dimethylarginine.

Technology Process of Oxo-(2-oxo-tetrahydro-furan-3-YL)-acetic acid ethyl ester

There total 3 articles about Oxo-(2-oxo-tetrahydro-furan-3-YL)-acetic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

4-butanolide (96-48-0) + oxalic acid diethyl ester (95-92-1) → oxo-(2-oxotetrahydrofuran-3-yl)acetic acid ethyl ester (42564-36-3)

Guidance literature:

With sodium ethanolate; In ethanol; at 0 - 20 ℃; for 6.25h;

Reference yield: 83.1%

oxalic acid diethyl ester (95-92-1) → oxo-(2-oxotetrahydrofuran-3-yl)acetic acid ethyl ester (42564-36-3)

Guidance literature:

In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; ethanol;

Reference yield:

→ oxo-(2-oxotetrahydrofuran-3-yl)acetic acid ethyl ester (42564-36-3)

Guidance literature:

DOI:10.1021/bi00683a004

upstream raw materials:

4-butanolide

oxalic acid diethyl ester

Downstream raw materials:

3-((Z)-2-oxo-dihydro-furan-3-ylidene)-octahydro-quinoxalin-2-one

3-(2-Oxotetrahydro-3-furanyliden)-hexahydro-2-pyrazinon

3-((Z)-2-oxo-dihydro-furan-3-ylidene)-3,4-dihydro-1H-quinoxalin-2-one

α-(Hydantoin-5-yliden)-γ-butyrolacton

Refernces

• 1、 Plaut et al.. "-". . p. 2581,2583. Retrieved 1975.
• 2、 -. "4-ethylydene -3, 4-dihydro -2H-pyrrolecarboxylic manufacturing method". Paragraph 0106; 0107. . Retrieved 2018/10/25.
• 3、 Cushman, Mark,Yang, Donglai,Gerhardt, Stefan,Huber, Robert,Fischer, Markus,Kis, Klaus,Bacher, Adelbert. "Design, synthesis, and evaluation of 6-carboxyalkyl and 6-phosphonoxyalkyl derivatives of 7-oxo-8-ribitylaminolumazines as inhibitors of riboflavin synthase and lumazine synthase". . p. 5807 - 5816. Retrieved 2007/10/03.