Propanedioic acid, 2-(2-thienylmethyl)-, 1,3-diethyl ester

Base Information

• Chemical Name: Propanedioic acid, 2-(2-thienylmethyl)-, 1,3-diethyl ester
• CAS No.: 26420-00-8
• Molecular Formula: C₁₂H₁₆O₄S
• Molecular Weight: 256.323
• DSSTox Substance ID: DTXSID101258702
• Mol file: 26420-00-8.mol

Synonyms:26420-00-8;Propanedioic acid, 2-(2-thienylmethyl)-, 1,3-diethyl ester;Diethyl (2-thienylmethyl)malonate;1,3-diethyl 2-[(thiophen-2-yl)methyl]propanedioate;SCHEMBL7450943;YUIMZHKEFMSQNA-UHFFFAOYSA-N;DTXSID101258702;AKOS018014507;diethyl 2-(thiophen-2-ylmethyl)propanedioate;1,3-Diethyl 2-(2-thienylmethyl)propanedioate

Chemical Property of Propanedioic acid, 2-(2-thienylmethyl)-, 1,3-diethyl ester

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 256.07693016
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=CS1)C(=O)OCC

Technology Process of Propanedioic acid, 2-(2-thienylmethyl)-, 1,3-diethyl ester

There total 1 articles about Propanedioic acid, 2-(2-thienylmethyl)-, 1,3-diethyl 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: 30.0%

2-thenyl bromide (45438-73-1) + diethyl malonate (105-53-3) → diethyl (thien-2-ylmethyl)malonate (26420-00-8)

Guidance literature:

diethyl malonate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.25h; Inert atmosphere;

2-thenyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 - 25 ℃; for 2h; Inert atmosphere;

DOI:10.3762/bjoc.17.135

Reference yield:

diethyl (thien-2-ylmethyl)malonate (26420-00-8) → 2-[2-Butyl-5-((E)-2-carboxy-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzoic acid (133485-98-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / ethanol / 48 h / Ambient temperature

2: piperidine; benzoic acid / toluene / 18 h / Heating

3: sodium hydroxide / ethanol / 17 h / Ambient temperature

With piperidine; potassium hydroxide; sodium hydroxide; benzoic acid; In ethanol; toluene;

DOI:10.1021/jm00065a011

Reference yield:

diethyl (thien-2-ylmethyl)malonate (26420-00-8) → (E)-3-[2-n-butyl-1-{(2,3-dichlorophenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid (133485-84-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / ethanol / 48 h / Ambient temperature

2: piperidine; benzoic acid / toluene / 18 h / Heating

3: sodium hydroxide / ethanol / 17 h / Ambient temperature

With piperidine; potassium hydroxide; sodium hydroxide; benzoic acid; In ethanol; toluene;

DOI:10.1021/jm00065a011

upstream raw materials:

2-thenyl bromide

diethyl malonate

Downstream raw materials:

2-(thiophen-2-ylmethyl)malonic acid

(R,S)-ethyl 3-<2-butyl-1-<(4-carbomethoxyphenyl)methyl>-1H-imidazol-5-yl>-2-(2-thienylmethyl)-2-carbethoxypropanoate

3-ethoxy-3-oxo-2-(thien-3-ylmethyl)propanoic acid

2-[2-Butyl-5-((E)-2-carboxy-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzoic acid

Refernces