5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(6-oxo-1,6-dihydropyridazin-3-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylic acid

Base Information

• Chemical Name: 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(6-oxo-1,6-dihydropyridazin-3-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylic acid
• CAS No.: 1485468-64-1
• Molecular Formula: C₂HF₃O₂*C₂₉H₃₇N₃O₅S
• Molecular Weight: 653.72

Synonyms:

Chemical Property of 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(6-oxo-1,6-dihydropyridazin-3-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(6-oxo-1,6-dihydropyridazin-3-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylic acid

There total 13 articles about 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(6-oxo-1,6-dihydropyridazin-3-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-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:

trans-4-methylcyclohexanecarboxylic acid (934-67-8,4331-54-8,13064-83-0) → 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(6-oxo-1,6-dihydropyridazin-3-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylic acid (1485468-64-1)

Guidance literature:

Multi-step reaction with 10 steps

1.1: dichloromethane; N,N-dimethyl-formamide / 3 h / 0 - 20 °C

2.1: pyridine / toluene / 16 h / Reflux

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / -75 - -60 °C

3.2: 3 h / -78 °C

4.1: copper(l) iodide; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / N,N-dimethyl-formamide / 12 h / 60 °C / Inert atmosphere

5.1: hydrogenchloride / tetrahydrofuran; water / 12 h / 40 °C

6.1: sodium tetrahydroborate / tetrahydrofuran / 2 h / -25 °C

7.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

8.1: potassium carbonate; methanol / 4 h / 20 °C

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 100 °C / Sealed tube; Microwave irradiation

10.1: acetic acid; sodium acetate / 12 h / 100 °C

With pyridine; hydrogenchloride; methanol; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; copper(l) iodide; n-butyllithium; di-isopropyl azodicarboxylate; sodium acetate; sodium hydride; potassium carbonate; acetic acid; triethylamine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1021/jm401420j

Reference yield:

methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(4-nitrobenzoyloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylate (1485470-06-1) → 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(6-oxo-1,6-dihydropyridazin-3-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylic acid (1485468-64-1)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; methanol / 4 h / 20 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 100 °C / Sealed tube; Microwave irradiation

3: acetic acid; sodium acetate / 12 h / 100 °C

With methanol; sodium acetate; sodium hydride; potassium carbonate; acetic acid; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm401420j

Reference yield:

methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-N-((1s,4S)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate (1418215-07-2) → 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(6-oxo-1,6-dihydropyridazin-3-yloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylic acid (1485468-64-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 100 °C / Sealed tube; Microwave irradiation

2: acetic acid; sodium acetate / 12 h / 100 °C

With sodium acetate; sodium hydride; acetic acid; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm401420j

upstream raw materials:

trans-4-methylcyclohexanecarboxylic acid

methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(4-nitrobenzoyloxy)cyclohexyl)cyclohexanecarboxamido)thiophene-2-carboxylate

methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-N-((1s,4S)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate

methyl 3-((1r,4R)-N-((1s,4S)-4-(6-chloropyridazin-3-yloxy)cyclohexyl)-4-methylcyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

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