5,11,17,23-tetra-tert-butyl-25,27-bis(diphenylphosphinooxy)-26,28-bis(3-oxabutyloxy)calix[4]arene

Base Information

• Chemical Name: 5,11,17,23-tetra-tert-butyl-25,27-bis(diphenylphosphinooxy)-26,28-bis(3-oxabutyloxy)calix[4]arene
• CAS No.: 346001-83-0
• Molecular Formula: C₇₄H₈₆O₆P₂
• Molecular Weight: 1133.44
• Mol file: 346001-83-0.mol

Synonyms:5,11,17,23-tetra-tert-butyl-25,27-bis(diphenylphosphinooxy)-26,28-bis(3-oxabutyloxy)calix[4]arene

Chemical Property of 5,11,17,23-tetra-tert-butyl-25,27-bis(diphenylphosphinooxy)-26,28-bis(3-oxabutyloxy)calix[4]arene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,11,17,23-tetra-tert-butyl-25,27-bis(diphenylphosphinooxy)-26,28-bis(3-oxabutyloxy)calix[4]arene

There total 2 articles about 5,11,17,23-tetra-tert-butyl-25,27-bis(diphenylphosphinooxy)-26,28-bis(3-oxabutyloxy)calix[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: 75.0%

chloro-diphenylphosphine (1079-66-9,74391-44-9) + 5,11,17,23-tetra-tert-butyl-25,27-dihydroxy-26,28-bis(3-oxa-butyloxy)calix[4]arene (143406-34-2) → 5,11,17,23-tetra-tert-butyl-25,27-bis(diphenylphosphinooxy)-26,28-bis(3-oxabutyloxy)calix[4]arene (346001-83-0)

Guidance literature:

5,11,17,23-tetra-tert-butyl-25,27-dihydroxy-26,28-bis(3-oxa-butyloxy)calix[4]arene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

chloro-diphenylphosphine; In tetrahydrofuran; at -78 ℃; for 1h; Further stages.;

DOI:10.1039/b009005k

Reference yield:

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) → 5,11,17,23-tetra-tert-butyl-25,27-bis(diphenylphosphinooxy)-26,28-bis(3-oxabutyloxy)calix[4]arene (346001-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: K₂CO₃ / acetonitrile / 20 °C

1.2: 75 percent / acetonitrile / 72 h / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 75 percent / tetrahydrofuran / 1 h / -78 °C

With n-butyllithium; potassium carbonate; In tetrahydrofuran; hexane; acetonitrile;

DOI:10.1039/b009005k

Reference yield: 50.0%

silver tetrafluoroborate (14104-20-2) + (2-methylallyl)palladium-chloride dimer + 5,11,17,23-tetra-tert-butyl-25,27-bis(diphenylphosphinooxy)-26,28-bis(3-oxabutyloxy)calix[4]arene (346001-83-0) → (η3-2-methylallyl)-(P,P'-[5,11,17,23-tetra-tert-butyl-25,27-bis(2-diphenylphosphinooxy)-26,28-bis(3-oxabutyloxy)calix[4]arene])palladium(II) tetrafluoroborate (346001-63-6)

Guidance literature:

In tetrahydrofuran; dichloromethane; byproducts: AgCl; addn. of a soln. of silver salt in THF to a soln. of palladium complex in CH2Cl2, stirring for 5 min, decantation, filtration through Celite, addn. to a soln. of ligand in CH2Cl2, stirring for 12 h; concn., addn. of pentane; elem. anal.;

DOI:10.1039/b009005k

upstream raw materials:

chloro-diphenylphosphine

5,11,17,23-tetra-tert-butyl-25,27-dihydroxy-26,28-bis(3-oxa-butyloxy)calix[4]arene

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

Downstream raw materials:

(η3-2-methylallyl)-(P,P'-[5,11,17,23-tetra-tert-butyl-25,27-bis(2-diphenylphosphinooxy)-26,28-bis(3-oxabutyloxy)calix[4]arene])palladium(II) tetrafluoroborate