4-tert-Butylcalix[4]arene-tetraacetic acid tetraethyl ester

Base Information

• Chemical Name: 4-tert-Butylcalix[4]arene-tetraacetic acid tetraethyl ester
• CAS No.: 97600-39-0
• Molecular Formula: C₆₀H₈₀O₁₂
• Molecular Weight: 993.288
• Hs Code.: 29189900
• European Community (EC) Number: 619-280-6
• DSSTox Substance ID: DTXSID10369271
• Nikkaji Number: J447.823A
• Wikidata: Q72502629
• Mol file: 97600-39-0.mol

Synonyms:97600-39-0;4-tert-Butylcalix[4]arene-tetraacetic acid tetraethyl ester;Tetraethyl 4-tert-Butylcalix[4]arene-O,O',O'',O'''-tetraacetate;Sodium ionophore X;ethyl 2-[[5,11,17,23-tetratert-butyl-26,27,28-tris(2-ethoxy-2-oxoethoxy)-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]acetate;aacetate;SCHEMBL4316384;DTXSID10369271;AMY18776;BBL102985;MFCD00145373;STL556794;AKOS015896891;FT-0774739;T2563;T73108;11P-831;p-tert-Butylcalix[4]arene tetrakis(ethyl acetate);J-700387;Sodium ionophore X, Selectophore(TM), function tested;4-t-butylcalix[4]arene-tetraacetic acid tetraethyl ester;B0001-101273;4-tert-Butylcalix[4]arenetetraacetic acid tetraethyl ester, 97%;4-tert-Butylcalix[4]arene-O,O',O'',O'''-tetraacetic Acid Tetraethyl Ester;4-tert-Butylcalix[4]arene-tetraacetic acid tetraethyl ester, purum, >=97.0% (HPLC);5,11,17,23-p-tert.Butyl-25,26,27,28-tetrakis-[(ethoxycarbonyl)methoxy]-calix[4]arene;ethyl 2-{[5,11,17,23-tetra-tert-butyl-26,27,28-tris(2-ethoxy-2-oxoethoxy)pentacyclo[19.3.1.1^{3,7}.1^{9,13}.1^{15,19}]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaen-25-yl]oxy}acetate;Tetraethyl 2,2',2'',2'''-((15,35,55,75-tetra-tert-butyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,32,52,72-tetrayl)tetrakis(oxy))tetraacetate;tetraethyl 2,2',2'',2'''-{[5,11,17,23-tetra-tert-butylpentacyclo[19.3.1.1~3,7~.1~9,13~.1~15,19~]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-25,26,27,28-tetrayl]tetrakis(oxy)}tetr;tetraethyl 2,2',2'',2'''-{[5,11,17,23-tetra-tert-butylpentacyclo[19.3.1.1~3,7~.1~9,13~.1~15,19~]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-25,26,27,28-tetrayl]tetrakis(oxy)}tetr aacetate

Chemical Property of 4-tert-Butylcalix[4]arene-tetraacetic acid tetraethyl ester

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 4.16E-34mmHg at 25°C
• Melting Point: 155-158 °C
• Refractive Index: 1.529
• Boiling Point: 911.5 °C at 760 mmHg
• Flash Point: 339.6 °C
• PSA: 142.12000
• Density: 1.095g/cm³
• LogP: 11.32080
• XLogP3: 15.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 24
• Exact Mass: 992.56497798
• Heavy Atom Count: 72
• Complexity: 1420

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-tert-Butylcalix[4]arenetetraacetic acid tetraethyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)COC1=C2CC3=CC(=CC(=C3OCC(=O)OCC)CC4=C(C(=CC(=C4)C(C)(C)C)CC5=C(C(=CC(=C5)C(C)(C)C)CC1=CC(=C2)C(C)(C)C)OCC(=O)OCC)OCC(=O)OCC)C(C)(C)C

Technology Process of 4-tert-Butylcalix[4]arene-tetraacetic acid tetraethyl ester

There total 17 articles about 4-tert-Butylcalix[4]arene-tetraacetic acid tetraethyl ester 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: 100.0%

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) + ethyl bromoacetate (105-36-2) → 5,11,17,23-tetra-tert-butyl-[25,26,27,28-(ethylethanoate)oxy]-calix[4]arene (121702-03-2,133576-87-1,97600-39-0,145511-82-6,145511-83-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 3h;

DOI:10.1016/S0040-4039(00)97270-8

Reference yield: 81.0%

ethyl bromoacetate (105-36-2) → 5,11,17,23-tetra-tert-butyl-[25,26,27,28-(ethylethanoate)oxy]-calix[4]arene (121702-03-2,133576-87-1,97600-39-0,145511-82-6,145511-83-7)

Guidance literature:

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene; With potassium carbonate; In acetone; for 1h; Heating / reflux;

ethyl bromoacetate; In acetone; for 24h; Heating / reflux;

Reference yield: 81.0%

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) + chloroacetic acid ethyl ester (105-39-5) → 5,11,17,23-tetra-tert-butyl-[25,26,27,28-(ethylethanoate)oxy]-calix[4]arene (121702-03-2,133576-87-1,97600-39-0,145511-82-6,145511-83-7)

Guidance literature:

With potassium carbonate; In acetone; for 60h; Heating;

DOI:10.1023/B:RUCB.0000024840.85337.48

upstream raw materials:

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

ethyl bromoacetate

25-hydroxy-26,27,28-tris((ethoxycarbonyl)methoxy)-5,11,17,23-tetra-tert-butylcalix<4>arene

chloroacetic acid ethyl ester

Downstream raw materials:

5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis(phenoxycarbonylmethoxy)calix<4>arene

5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis(phenacyloxycarbonylmethoxy)calix<4>arene

5,11,17,23-tetrakis(1,1-dimethylethyl)-25,26,27,28-tetrakis<(((4-methylphenyl)sulfonyl)oxy)ethoxy>calix<4>arene

25,26,27,28-tetrakis(N-benzyloxycarbamoylmethoxy)-p-tert-butylcalix<4>arene

Refernces

• 1、 Ashwin, Bosco Christin Maria Arputham,Saravanan, Chokalingam,Stalin, Thambusamy,Muthu Mareeswaran, Paulpandian,Rajagopal, Seenivasan. "FRET-based Solid-state Luminescent Glyphosate Sensor Using Calixarene-grafted Ruthenium(II)bipyridine Doped Silica Nanoparticles". . p. 2768 - 2775. Retrieved 2018/10/26.
• 2、 An, Lin,Han, Li-Li,Zheng, You-Guang,Peng, Xian-Na,Xue, Yun-Sheng,Gu, Xiao-Ke,Sun, Jing,Yan, Chao-Guo. "Synthesis, X-ray crystal structure and anti-tumor activity of calix[n]arene polyhydroxyamine derivatives". . p. 21 - 30. Retrieved 2016/08/01.