tert-butyl 4-(1-(3-(4-[¹⁸F]fluorophenoxy)propyl)-4-methylpiperidin-4-ylcarbamoyl)-3-methoxyphenylcarbamate

Base Information

• Chemical Name: tert-butyl 4-(1-(3-(4-[¹⁸F]fluorophenoxy)propyl)-4-methylpiperidin-4-ylcarbamoyl)-3-methoxyphenylcarbamate
• CAS No.: 1186220-75-6
• Molecular Formula: C₂₈H₃₈FN₃O₅
• Molecular Weight: 514.627
• Mol file: 1186220-75-6.mol

Synonyms:tert-butyl 4-(1-(3-(4-[¹⁸F]fluorophenoxy)propyl)-4-methylpiperidin-4-ylcarbamoyl)-3-methoxyphenylcarbamate

Chemical Property of tert-butyl 4-(1-(3-(4-[¹⁸F]fluorophenoxy)propyl)-4-methylpiperidin-4-ylcarbamoyl)-3-methoxyphenylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(1-(3-(4-[¹⁸F]fluorophenoxy)propyl)-4-methylpiperidin-4-ylcarbamoyl)-3-methoxyphenylcarbamate

There total 9 articles about tert-butyl 4-(1-(3-(4-[¹⁸F]fluorophenoxy)propyl)-4-methylpiperidin-4-ylcarbamoyl)-3-methoxyphenylcarbamate 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:

tert-butyl 3-methoxy-4-(4-methylpiperidin-4-ylcarbamoyl)phenylcarbamate (1186220-73-4) + 1-(3-bromopropoxy)-4-[(18)F]fluorobenzene → tert-butyl 4-(1-(3-(4-[18F]fluorophenoxy)propyl)-4-methylpiperidin-4-ylcarbamoyl)-3-methoxyphenylcarbamate (1186220-75-6)

Guidance literature:

With caesium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 80 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1002/jlcr.1565

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 4-(1-(3-(4-[18F]fluorophenoxy)propyl)-4-methylpiperidin-4-ylcarbamoyl)-3-methoxyphenylcarbamate (1186220-75-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine / methanol / 6 h / 20 °C

2.1: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 0.67 h / 20 °C / Inert atmosphere

2.2: 18 h / 20 °C / Inert atmosphere

3.1: ammonium formate; palladium on activated charcoal / methanol / 3.5 h / 65 °C

4.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 20 °C

5.1: [18F]fluoride ion, cyclotron produced, NCA; tetraethylammonium bicarbonate; tetrakis(pyridine)copper(II) bis(trifluoromethanesulfonate) / butan-1-ol; N,N-dimethyl acetamide / 0.17 h / 110 °C / Sealed tube

With palladium on activated charcoal; tetrakis(pyridine)copper(II) bis(trifluoromethanesulfonate); benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonium formate; potassium carbonate; tetraethylammonium bicarbonate; triethylamine; potassium iodide; [18F]fluoride ion, cyclotron produced, NCA; In methanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/acsmedchemlett.0c00658

Reference yield:

4-amino-2-methoxybenzoic acid (2486-80-8) → tert-butyl 4-(1-(3-(4-[18F]fluorophenoxy)propyl)-4-methylpiperidin-4-ylcarbamoyl)-3-methoxyphenylcarbamate (1186220-75-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine / methanol / 6 h / 20 °C

2.1: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 0.67 h / 20 °C / Inert atmosphere

2.2: 18 h / 20 °C / Inert atmosphere

3.1: ammonium formate; palladium on activated charcoal / methanol / 3.5 h / 65 °C

4.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 20 °C

5.1: [18F]fluoride ion, cyclotron produced, NCA; tetraethylammonium bicarbonate; tetrakis(pyridine)copper(II) bis(trifluoromethanesulfonate) / butan-1-ol; N,N-dimethyl acetamide / 0.17 h / 110 °C / Sealed tube

With palladium on activated charcoal; tetrakis(pyridine)copper(II) bis(trifluoromethanesulfonate); benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonium formate; potassium carbonate; tetraethylammonium bicarbonate; triethylamine; potassium iodide; [18F]fluoride ion, cyclotron produced, NCA; In methanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/acsmedchemlett.0c00658

upstream raw materials:

tert-butyl 3-methoxy-4-(4-methylpiperidin-4-ylcarbamoyl)phenylcarbamate

4-amino-2-methoxybenzoic acid

di-tert-butyl dicarbonate

tert-butyl 4-(1-benzyl-4-methylpiperidin-4-ylcarbamoyl)-3-methoxyphenylcarbamate

Downstream raw materials:

4-amino-N-(1-(3-(4-[¹⁸F]fluorophenoxy)propyl)-4-methylpiperidin-4-yl)-2-methoxybenzamide