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

Base Information

• Chemical Name: 2-Amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid
• CAS No.: 923010-68-8
• Molecular Formula: C₁₃H₁₈N₂O₄S
• Molecular Weight: 298.363
• Hs Code.: 2934999090
• Mol file: 923010-68-8.mol

Synonyms:TC-064569;2-amino-6-[(2-methylpropan-2-yl)oxycarbonyl]-5,7-dihydro-4H-thieno[2,3-c]pyridine-3-carboxylic acid;

Chemical Property of 2-Amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid

Chemical Property:

• Boiling Point: 492.592 °C at 760 mmHg
• Flash Point: 251.711 °C
• PSA: 121.10000
• Density: 1.364 g/cm³
• LogP: 2.84080
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid

There total 3 articles about 2-Amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid 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: 89.0%

2-amino-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3,6-dicarboxylic acid 6-tert-butyl ester 3-ethyl ester (193537-14-3) → 2-amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid (923010-68-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 70 ℃; for 12h;

DOI:10.1039/c6ob00821f

Reference yield:

6-(tert-butyl) 3-ethyl 2-acetamido-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxylate (874801-58-8) → 2-amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid (923010-68-8)

Guidance literature:

6-(tert-butyl) 3-ethyl 2-acetamido-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxylate; With water; lithium hydroxide; In tetrahydrofuran; for 12h; Inert atmosphere; Reflux;

With hydrogenchloride; In tetrahydrofuran; water; pH=7;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 2-amino-6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid (923010-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfur; diethylamine / ethanol / 3 h / 70 °C

2: lithium hydroxide / tetrahydrofuran; water; methanol / 12 h / 70 °C

With sulfur; diethylamine; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; water;

DOI:10.1039/c6ob00821f

upstream raw materials:

2-amino-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3,6-dicarboxylic acid 6-tert-butyl ester 3-ethyl ester

6-(tert-butyl) 3-ethyl 2-acetamido-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxylate

N-tert-butyloxycarbonylpiperidin-4-one

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