1-(4-(azidomethoxy)phenyl)-2-(4-(4-(3-(2-bromoacetamido)prop-1-ynyl)phenylcarbamoyl)piperidin-1-yl)-2-oxoethyl (3,4,5-trihydroxy-6-(isopropylthio)tetrahydro-2H-pyran-2-yl)methylcarbonate

Base Information

• Chemical Name: 1-(4-(azidomethoxy)phenyl)-2-(4-(4-(3-(2-bromoacetamido)prop-1-ynyl)phenylcarbamoyl)piperidin-1-yl)-2-oxoethyl (3,4,5-trihydroxy-6-(isopropylthio)tetrahydro-2H-pyran-2-yl)methylcarbonate
• CAS No.: 1416549-88-6
• Molecular Formula: C₃₆H₄₃BrN₆O₁₁S
• Molecular Weight: 847.741
• Mol file: 1416549-88-6.mol

Synonyms:1-(4-(azidomethoxy)phenyl)-2-(4-(4-(3-(2-bromoacetamido)prop-1-ynyl)phenylcarbamoyl)piperidin-1-yl)-2-oxoethyl (3,4,5-trihydroxy-6-(isopropylthio)tetrahydro-2H-pyran-2-yl)methylcarbonate

Chemical Property of 1-(4-(azidomethoxy)phenyl)-2-(4-(4-(3-(2-bromoacetamido)prop-1-ynyl)phenylcarbamoyl)piperidin-1-yl)-2-oxoethyl (3,4,5-trihydroxy-6-(isopropylthio)tetrahydro-2H-pyran-2-yl)methylcarbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-(azidomethoxy)phenyl)-2-(4-(4-(3-(2-bromoacetamido)prop-1-ynyl)phenylcarbamoyl)piperidin-1-yl)-2-oxoethyl (3,4,5-trihydroxy-6-(isopropylthio)tetrahydro-2H-pyran-2-yl)methylcarbonate

There total 5 articles about 1-(4-(azidomethoxy)phenyl)-2-(4-(4-(3-(2-bromoacetamido)prop-1-ynyl)phenylcarbamoyl)piperidin-1-yl)-2-oxoethyl (3,4,5-trihydroxy-6-(isopropylthio)tetrahydro-2H-pyran-2-yl)methylcarbonate 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: 66.0%

1-(4-(azidomethoxy)phenyl)-2-(4-(4-iodophenylcarbamoyl)piperidin-1-yl)-2-oxoethyl (3,4,5-trihydroxy-6-(isopropylthio)tetrahydro-2H-pyran-2-yl)methylcarbonate (1160707-41-4) + 2-bromo-N-(prop-2-ynyl)acetamide (173208-24-7) → 1-(4-(azidomethoxy)phenyl)-2-(4-(4-(3-(2-bromoacetamido)prop-1-ynyl)phenylcarbamoyl)piperidin-1-yl)-2-oxoethyl (3,4,5-trihydroxy-6-(isopropylthio)tetrahydro-2H-pyran-2-yl)methylcarbonate (1416549-88-6)

Guidance literature:

With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide;

Reference yield:

C28H25IN6O8 (1160707-38-9) → 1-(4-(azidomethoxy)phenyl)-2-(4-(4-(3-(2-bromoacetamido)prop-1-ynyl)phenylcarbamoyl)piperidin-1-yl)-2-oxoethyl (3,4,5-trihydroxy-6-(isopropylthio)tetrahydro-2H-pyran-2-yl)methylcarbonate (1416549-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; pyridine

2: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 1 h

With pyridine; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1039/c2cc37826d

Reference yield:

1-[2-hydroxy-2-(4-hydroxyphenyl)acetyl]-N-(4-iodophenyl)piperidine-4-carboxamide (1160707-35-6) → 1-(4-(azidomethoxy)phenyl)-2-(4-(4-(3-(2-bromoacetamido)prop-1-ynyl)phenylcarbamoyl)piperidin-1-yl)-2-oxoethyl (3,4,5-trihydroxy-6-(isopropylthio)tetrahydro-2H-pyran-2-yl)methylcarbonate (1416549-88-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium iodide; potassium tert-butylate / N,N-dimethyl-formamide; tetrahydrofuran / 2 h / 20 °C

2.1: N-chloro-succinimide; chloro-trimethyl-silane / dichloromethane / 1.5 h

2.2: 1.5 h / 20 °C

3.1: triethylamine / dichloromethane / 4 h

4.1: dmap; pyridine

5.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 1 h

With pyridine; dmap; N-chloro-succinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; potassium tert-butylate; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c2cc37826d

upstream raw materials:

1-(4-(azidomethoxy)phenyl)-2-(4-(4-iodophenylcarbamoyl)piperidin-1-yl)-2-oxoethyl (3,4,5-trihydroxy-6-(isopropylthio)tetrahydro-2H-pyran-2-yl)methylcarbonate

2-bromo-N-(prop-2-ynyl)acetamide

C₂₈H₂₅IN₆O₈

1-[2-hydroxy-2-(4-hydroxyphenyl)acetyl]-N-(4-iodophenyl)piperidine-4-carboxamide