Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate

Base Information

• Chemical Name: Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate
• CAS No.: 122555-91-3
• Molecular Formula: C26H50N4O6
• Molecular Weight: 514.706
• Hs Code.: 29339900
• European Community (EC) Number: 635-018-3
• UNII: CMX8GL4N3Y
• DSSTox Substance ID: DTXSID40459679
• Nikkaji Number: J1.448.993B
• Wikidata: Q72515507
• Mol file: 122555-91-3.mol

Synonyms:122555-91-3;DO3A tert-Butyl ester;Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate;DO3A-t-Bu-ester;tert-butyl 2-[4,7-bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetate;TRI-T-BUTYL 1 4 7 10-TETRAAZACYCLODODECA;MFCD05865261;DO3A tert-butyl;Tri-tert-butyl 2,2',2''-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate;1,4,7-TRIS(TERT-BUTOXYCARBONYLMETHYL)-1,4,7,10-TETRAAZACYCLODODECANE;1,4,7,10-Tetraazacyclododecane-1,4,7-triacetic acid, 1,4,7-tris(1,1-dimethylethyl) ester;tert-Butyl 2-[4,7-bis(2-tert-butoxy-2-oxo-ethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetate;DO3Atert-Butylester;CMX8GL4N3Y;SCHEMBL583320;AMY5221;DTXSID40459679;NMHVTLJFPDOJOD-UHFFFAOYSA-N;BCP08917;BBL102578;STL556381;AKOS015854032;CS-3898;AC-31773;AS-20112;HY-12692;SY053392;A2583;FT-0744473;T2541;C71848;J-004825;1,4,7-tris(t-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane;1,4,7,10-Tetraazacyclododecane-1,4,7-tri(acetic acid tert-butyl) ester;1,4,7,10-Tetraazacyclododecane-1,4,7-triacetic Acid Tri-tert-butyl Ester;1,4,7,10-Tetraazacyclododecane-4,7,10-triacetic acid tri-t-butyl ester;1,4,7,10-Tetraazacyclododecane-4,7,10-triacetic acid tri-t-butyl-ester;1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraaza-cyclododecane;1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid tris(1,1-dimethylethyl)ester;1,4,7,10-Tetraazacyclododecane-1,4,7-triacetic acid, tris(1,1-dimethylethyl) ester;Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate, >=97.0% (CHN);DO3AtBu

Chemical Property of Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate

Chemical Property:

• Vapor Pressure: 1.22E-12mmHg at 25°C
• Melting Point: 181-183℃
• Refractive Index: 1.467
• Boiling Point: 561.6 °C at 760 mmHg
• PKA: 9.57±0.20(Predicted)
• Flash Point: 293.4 °C
• PSA: 100.65000
• Density: 1.022 g/cm³
• LogP: 1.66320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Hygroscopic
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 12
• Exact Mass: 514.37303533
• Heavy Atom Count: 36
• Complexity: 665

Purity/Quality:

98% ^*data from raw suppliers

Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CN1CCNCCN(CCN(CC1)CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C
• Uses: Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate with amide ligands bearing positively charged terbium complexes are used for sensitive detection of NADPH-dependent enzyme activities.

Technology Process of Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate

There total 7 articles about Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate 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: 54.0%

bromoacetic acid tert-butyl ester (5292-43-3) + 1,4,7,10-tetraazacyclododecan (294-90-6) → (7-tert-butoxycarbonylmethyl-1,4,7,10-tetraaza-cyclododec-1-yl)-acetic acid tert-butyl ester (162148-48-3) + 1,4,7-tris-tert-butoxycarbonylmethyl-1,4,7,10-tetraazacyclododecane (122555-91-3) + di-tert-butyl 2,2′-(1,4,7,10-tetraazacyclododecane-1,4-diyl)diacetate (507475-91-4) + 2-(4,7,10-tris(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid

Guidance literature:

With triethylamine; In DMF (N,N-dimethyl-formamide); at 24.84 ℃; for 14 - 20h; Product distribution / selectivity;

Reference yield:

C9H10N2O5S (1370451-46-9) + tris(tert-butyl) 2,2',2''-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate hydrobromide → C35H60N6O11S + 1,4,7-tris-tert-butoxycarbonylmethyl-1,4,7,10-tetraazacyclododecane (122555-91-3)

Guidance literature:

With sodium carbonate; In acetonitrile; for 5h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmcl.2012.02.071

Reference yield:

C9H10N2O5S (1370451-47-0) + tris(tert-butyl) 2,2',2''-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate hydrobromide → C35H60N6O11S + 1,4,7-tris-tert-butoxycarbonylmethyl-1,4,7,10-tetraazacyclododecane (122555-91-3)

Guidance literature:

With sodium carbonate; In acetonitrile; for 5h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmcl.2012.02.071

upstream raw materials:

bromoacetic acid tert-butyl ester

1,4,7,10-tetraazacyclododecan

C₉H₁₀N₂O₅S

C₉H₁₀N₂O₅S

Downstream raw materials:

1-(4'-dimethylamino-2-acetophenone)-4,7,10-tris(tert-butoxycarboxymethyl)-1,4,7,10-tetraazacyclododecane

[4,7-bis-tert-butoxycarbonylmethyl-10-({3-methoxy-4-[13-(2-methoxyphenyl)-1,4,10-trioxa-7,13-diazacyclopentadec-7-yl]phenylcarbamoyl}methyl)-1,4,7,10-tetraazacyclododec-1-yl]-acetic acid tert-butyl ester

[4,7-bis-tert-butoxycarbonylmethyl-10-({3-methoxy-4-[16-(2-methoxyphenyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl]phenylcarbamoyl}methyl)-1,4,7,10-tetraazacyclododec-1-yl]acetic acid tert-butyl ester

10-{2-{[(4-nitrophenyl)sulfonyl]amino}-2-oxoethyl}-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid tri(tert-butyl) ester

Refernces

• 1、 -. "SYNTHESIS OF TRIS N-ALKYLATED 1,4,7,10-TETRAAZACYCLODODECANES". Page/Page column 6. . Retrieved 2008/06/13.