5-tert-Butyl 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate

Base Information

• Chemical Name: 5-tert-Butyl 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate
• CAS No.: 1135123-74-8
• Molecular Formula: C₁₄H₁₉NO₄S
• Molecular Weight: 297.375
• Mol file: 1135123-74-8.mol

Synonyms:5-tert-Butyl 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate;5-t-butoxycarbonyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine-2-carboxylic acid methyl ester

Chemical Property of 5-tert-Butyl 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate

Chemical Property:

• Boiling Point: 431.8±45.0 °C(Predicted)
• PSA: 84.08000
• Density: 1.229±0.06 g/cm3(Predicted)
• LogP: 2.76580

Purity/Quality:

5-(tert-Butyl) 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate ^*data from reagent suppliers

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Technology Process of 5-tert-Butyl 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate

There total 4 articles about 5-tert-Butyl 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate 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: 50.0%

methanol (67-56-1) + 4,5,6,7-Tetrahydro-thieno[3,2-c]pyridine-2-carboxylic acid hydrochloride (116118-99-1) + di-tert-butyl dicarbonate (24424-99-5) → 5-(tert-butyl) 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate (1135123-74-8)

Guidance literature:

methanol; 4,5,6,7-Tetrahydro-thieno[3,2-c]pyridine-2-carboxylic acid hydrochloride; With thionyl chloride; at 0 ℃; Reflux;

di-tert-butyl dicarbonate; With triethylamine; In dichloromethane; at 0 - 25 ℃; Product distribution / selectivity;

Reference yield:

5-tert-butoxycarbonyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid (165947-48-8) + methyl iodide (74-88-4) → 5-(tert-butyl) 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate (1135123-74-8)

Guidance literature:

With potassium carbonate; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

6,7-Dihydro-4H-thieno[3,2-c]pyridine-2,5-dicarboxylic acid diethyl ester (116119-00-7) → 5-(tert-butyl) 2-methyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate (1135123-74-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / 3 h / Reflux

1.2: 0 °C

2.1: thionyl chloride / 0 °C / Reflux

2.2: 0 - 25 °C

With thionyl chloride; potassium hydroxide;

upstream raw materials:

5-tert-butoxycarbonyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid

methyl iodide

methanol

4,5,6,7-Tetrahydro-thieno[3,2-c]pyridine-2-carboxylic acid hydrochloride

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