methyl 4-[5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-2-thienyl]benzoate

Base Information

• Chemical Name: methyl 4-[5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-2-thienyl]benzoate
• CAS No.: 261162-89-4
• Molecular Formula: C₂₄H₂₆N₂O₂S
• Molecular Weight: 406.549
• Mol file: 261162-89-4.mol

Synonyms:methyl 4-[5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-2-thienyl]benzoate

Chemical Property of methyl 4-[5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-2-thienyl]benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-[5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-2-thienyl]benzoate

There total 11 articles about methyl 4-[5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-2-thienyl]benzoate 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: 45.0%

methyl 4-[4-oxo-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)butanoyl]benzoate (187401-91-8) → methyl 4-[5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-2-thienyl]benzoate (261162-89-4)

Guidance literature:

With tetraphosphorus decasulfide; In xylene; for 2h; Heating;

DOI:10.1021/jm990063w

Reference yield:

2,2,5,5-tetramethylhexanedioic acid (4916-85-2) → methyl 4-[5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-2-thienyl]benzoate (261162-89-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 99 percent / H₂SO₄ / 16 h / Heating

2.1: 85 percent / Na / xylene / 2 h / 100 °C

3.1: 70 percent / aq. CrO₃; AcOH / 3 h / 15 °C

4.1: NaOH / methanol / 48 h / Heating

4.2: 72 percent / H₂SO₄ / 6 h / Heating

5.1: 60 percent / DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

6.1: 89 percent / oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -60 °C

7.1: 75 percent / Et₃N; 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride / dimethylformamide / 0.5 h / 100 °C

8.1: 45 percent / P₂S₅ / xylene / 2 h / Heating

With chromium(VI) oxide; sodium hydroxide; tetraphosphorus decasulfide; oxalyl dichloride; sulfuric acid; sodium; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; xylene; 1.1: Esterification / 2.1: Cyclization / 3.1: Oxidation / 4.1: Condensation / 4.2: Cyclization / 5.1: Reduction / 6.1: Swern oxidation / 7.1: Addition / 8.1: cyclocondensation;

DOI:10.1021/jm990063w

Reference yield:

1,6-diethyl 2,2,5,5-tetramethylhexanedioate (5238-36-8) → methyl 4-[5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-2-thienyl]benzoate (261162-89-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 85 percent / Na / xylene / 2 h / 100 °C

2.1: 70 percent / aq. CrO₃; AcOH / 3 h / 15 °C

3.1: NaOH / methanol / 48 h / Heating

3.2: 72 percent / H₂SO₄ / 6 h / Heating

4.1: 60 percent / DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

5.1: 89 percent / oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -60 °C

6.1: 75 percent / Et₃N; 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride / dimethylformamide / 0.5 h / 100 °C

7.1: 45 percent / P₂S₅ / xylene / 2 h / Heating

With chromium(VI) oxide; sodium hydroxide; tetraphosphorus decasulfide; oxalyl dichloride; sodium; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; xylene; 1.1: Cyclization / 2.1: Oxidation / 3.1: Condensation / 3.2: Cyclization / 4.1: Reduction / 5.1: Swern oxidation / 6.1: Addition / 7.1: cyclocondensation;

DOI:10.1021/jm990063w

upstream raw materials:

methyl 4-[4-oxo-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)butanoyl]benzoate

2,2,5,5-tetramethylhexanedioic acid

1,6-diethyl 2,2,5,5-tetramethylhexanedioate

6-hydroxy-2,2,5,5-tetramethyl-1-cyclohexanone