Ethyl 2-carboxy-3-(2-thienyl)propionate

Base Information

• Chemical Name: Ethyl 2-carboxy-3-(2-thienyl)propionate
• CAS No.: 143468-96-6
• Molecular Formula: C10H12O4S
• Molecular Weight: 228.269
• Hs Code.: 2934999090
• European Community (EC) Number: 415-680-8
• DSSTox Substance ID: DTXSID30565990
• Nikkaji Number: J1.220.432I
• Mol file: 143468-96-6.mol

Synonyms:143468-96-6;2-Carbethoxy-3-(2-thienyl)propionic acid;3-ethoxy-3-oxo-2-(thiophen-2-ylmethyl)propanoic acid;Ethyl 2-carboxy-3-(2-thienyl)propionate;2-Carbethoxy-3-(2-thienyl)propanoic acid;(2-Thienylmethyl)propanedioic acid monoethyl ester;2-(2-Thienylmethyl)propanedioic Acid 1-Ethyl Ester;3-Ethoxy-3-oxo-2-[(thiophen-2-yl)methyl]propanoic acid;AMMONIUMCHROMATE;EC 415-680-8;3-ethoxy-3-oxo-2-(2-thienylmethyl)propanoic acid;SCHEMBL934056;DTXSID30565990;BCP12032;AKOS015897659;AC-8736;2-Carbethoxy-3-(2-thienyl)propionicacid;BS-52962;CS-0334112;NS00005269;E76036;A808073;(2-Thienylmethyl)propanedioic acid monoethyl ester;J-508575

Chemical Property of Ethyl 2-carboxy-3-(2-thienyl)propionate

Chemical Property:

• Vapor Pressure: 7.16E-06mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 361.9 °C at 760 mmHg
• PKA: 2.67±0.34(Predicted)
• Flash Point: 172.7 °C
• PSA: 91.84000
• Density: 1.295 g/cm³
• LogP: 1.55450
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 228.04563003
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

99.9% ^*data from raw suppliers

2-(2-Thienylmethyl)propanedioicAcid1-EthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-41-43
• Safety Statements: 24-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=CS1)C(=O)O
• Uses: 2-Carbethoxy-3-(2-thienyl)propanoic acid is used in the preparatiom of angiotensin II receptor antagonists. 2-(2-Thienylmethyl)propanedioic Acid 1-Ethyl Ester is used in the preparatiom of angiotensin II receptor antagonists.

Technology Process of Ethyl 2-carboxy-3-(2-thienyl)propionate

There total 6 articles about Ethyl 2-carboxy-3-(2-thienyl)propionate 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: 91.0%

diethyl (thien-2-ylmethyl)malonate (26420-00-8) → 3-ethoxy-3-oxo-2-(thien-3-ylmethyl)propanoic acid (143468-96-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 48h; Ambient temperature;

DOI:10.1021/jm00065a011

Reference yield:

2-thenyl bromide (45438-73-1) + diethyl malonate (105-53-3) → 3-ethoxy-3-oxo-2-(thien-3-ylmethyl)propanoic acid (143468-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / Inert atmosphere

1.2: 2 h / 0 - 25 °C / Inert atmosphere

2.1: water; potassium hydroxide / 2 h / 18 - 25 °C

With water; sodium hydride; potassium hydroxide; In N,N-dimethyl-formamide; mineral oil;

DOI:10.3762/bjoc.17.135

Reference yield:

thiophene-2-carbaldehyde (98-03-3) → 3-ethoxy-3-oxo-2-(thien-3-ylmethyl)propanoic acid (143468-96-6)

Guidance literature:

Multi-step reaction with 3 steps

1: piperidine; benzoic acid / cyclohexane / 20 h / Heating

2: sodium tetrahydroborate / ethanol / 0 °C

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

With piperidine; potassium hydroxide; sodium tetrahydroborate; benzoic acid; In ethanol; cyclohexane;

DOI:10.1021/jm00065a011

upstream raw materials:

diethyl (thien-2-ylmethyl)malonate

thiophene-2-carbaldehyde

diethyl 2-(thiophen-2-ylmethylene)malonate

diethyl malonate