25,27-bis-2-[2-(3-(benzyloxy)-2-oxo-1,2-dihydro-1-pyridyl)ethoxy]ethoxy-26,28-dihydroxy-p-tert-butylcalix[4]arene

Base Information

• Chemical Name: 25,27-bis-2-[2-(3-(benzyloxy)-2-oxo-1,2-dihydro-1-pyridyl)ethoxy]ethoxy-26,28-dihydroxy-p-tert-butylcalix[4]arene
• CAS No.: 238420-43-4
• Molecular Formula: C₇₆H₉₀N₂O₁₀
• Molecular Weight: 1191.56
• Mol file: 238420-43-4.mol

Synonyms:25,27-bis-2-[2-(3-(benzyloxy)-2-oxo-1,2-dihydro-1-pyridyl)ethoxy]ethoxy-26,28-dihydroxy-p-tert-butylcalix[4]arene

Chemical Property of 25,27-bis-2-[2-(3-(benzyloxy)-2-oxo-1,2-dihydro-1-pyridyl)ethoxy]ethoxy-26,28-dihydroxy-p-tert-butylcalix[4]arene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 25,27-bis-2-[2-(3-(benzyloxy)-2-oxo-1,2-dihydro-1-pyridyl)ethoxy]ethoxy-26,28-dihydroxy-p-tert-butylcalix[4]arene

There total 6 articles about 25,27-bis-2-[2-(3-(benzyloxy)-2-oxo-1,2-dihydro-1-pyridyl)ethoxy]ethoxy-26,28-dihydroxy-p-tert-butylcalix[4]arene 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: 96.0%

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene (157432-87-6,288302-11-4,288302-12-5,60705-62-6) + 3-(benzyloxy)-1-(2-(2-iodoethoxy)ethyl)pyridin-2(1H)-one (238420-42-3) → 25,27-bis-2-[2-(3-(benzyloxy)-2-oxo-1,2-dihydro-1-pyridyl)ethoxy]ethoxy-26,28-dihydroxy-p-tert-butylcalix[4]arene (238420-43-4)

Guidance literature:

With potassium carbonate; In acetonitrile; for 26h; Heating;

DOI:10.1021/jo990387s

Reference yield:

2-(3-(benzyloxy)-2-oxopyridin-1(2H)-yl)acetic acid (95215-72-8) → 25,27-bis-2-[2-(3-(benzyloxy)-2-oxo-1,2-dihydro-1-pyridyl)ethoxy]ethoxy-26,28-dihydroxy-p-tert-butylcalix[4]arene (238420-43-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 84 percent / BH₃ / tetrahydrofuran / 5 h / 20 °C

2: 85 percent / NaH / tetrahydrofuran / Heating

3: 100 percent / p-TsOH / methanol / 8 h / 20 °C

4: 94 percent / Et₃N / CH₂Cl₂ / 2.5 h / 0 - 20 °C

5: 92 percent / NaI / acetone / 26 h / Heating

6: 96 percent / K₂CO₃ / acetonitrile / 26 h / Heating

With borane; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; acetone; acetonitrile; 1: Reduction / 2: Etherification / 3: Hydrolysis / 4: Esterification / 5: Iodination / 6: Alkylation;

DOI:10.1021/jo990387s

Reference yield:

3-(benzyloxy)-1-(2-hydroxyethyl)-2(1H)-pyridinone (238420-38-7) → 25,27-bis-2-[2-(3-(benzyloxy)-2-oxo-1,2-dihydro-1-pyridyl)ethoxy]ethoxy-26,28-dihydroxy-p-tert-butylcalix[4]arene (238420-43-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / NaH / tetrahydrofuran / Heating

2: 100 percent / p-TsOH / methanol / 8 h / 20 °C

3: 94 percent / Et₃N / CH₂Cl₂ / 2.5 h / 0 - 20 °C

4: 92 percent / NaI / acetone / 26 h / Heating

5: 96 percent / K₂CO₃ / acetonitrile / 26 h / Heating

With sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; acetone; acetonitrile; 1: Etherification / 2: Hydrolysis / 3: Esterification / 4: Iodination / 5: Alkylation;

DOI:10.1021/jo990387s

upstream raw materials:

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

3-(benzyloxy)-1-(2-(2-iodoethoxy)ethyl)pyridin-2(1H)-one

2-(3-(benzyloxy)-2-oxopyridin-1(2H)-yl)acetic acid

3-(benzyloxy)-1-(2-hydroxyethyl)-2(1H)-pyridinone