1,7-Bis(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane

Base Information

• Chemical Name: 1,7-Bis(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane
• CAS No.: 162148-48-3
• Molecular Formula: C20H40N4O4
• Molecular Weight: 400.562
• Mol file: 162148-48-3.mol

Synonyms:NSC 696842;1,4,7,10-Tetraazacyclododecane-1,7-diaceticacid, bis(1,1-dimethylethyl) ester (9CI);Di-tert-butyl 2,2'-(1,4,7,10-tetraazacyclododecane-1,7-diyl)diacetate;Cyclen-1,7-diacetic acid di-tert-butyl ester;1,7-Bis(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane;

Chemical Property of 1,7-Bis(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 1.07E-09mmHg at 25°C
• Refractive Index: 1.459
• Boiling Point: 488.6 °C at 760 mmHg
• PKA: 9.83±0.20(Predicted)
• Flash Point: 249.3 °C
• PSA: 83.14000
• Density: 0.998 g/cm³
• LogP: 1.00000
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Hygroscopic
• Water Solubility.: Soluble in acetone, acetonitrile, ethyl Acetate, chloroforme, cyclohexane. Insoluble in water.

Purity/Quality:

98.50% ^*data from raw suppliers

1,4,7,10-Tetraazacyclododecane-1,7-diaceticAcid1,7-Bis(1,1-dimethylethyl)Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,7-Bis(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane

There total 13 articles about 1,7-Bis(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane 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%

dibenzyl 4,10-bis(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,7-dicarboxylate (187240-78-4) → (7-tert-butoxycarbonylmethyl-1,4,7,10-tetraaza-cyclododec-1-yl)-acetic acid tert-butyl ester (162148-48-3)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In acetonitrile; at 20 ℃;

DOI:10.1039/b900302a

Reference yield: 100.0%

di-tert-butyl 2,2′-(4,10-dibenzyl-1,4,7,10-tetraazacyclododecane-1,7-diyl)diacetate → (7-tert-butoxycarbonylmethyl-1,4,7,10-tetraaza-cyclododec-1-yl)-acetic acid tert-butyl ester (162148-48-3)

Guidance literature:

With palladium on activated charcoal; hydrogen; acetic acid; at 20 ℃; for 72h;

DOI:10.1002/chem.201604390

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;

upstream raw materials:

dibenzyl 4,10-bis(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,7-dicarboxylate

bromoacetic acid tert-butyl ester

1,4,7,10-tetraazacyclododecan

1,4,7,10-tetraaza-cyclododecane-1,7-dicarboxylic acid dibenzyl ester

Downstream raw materials:

2,2'-((4,10-bis(carboxymethyl)-1,4,7,10-tetraazacyclododecane-1,7-diyl)bis(methylene))bis(pyridine 1-oxide)

4,10-bis-(carbo-tert-butoxymethyl)-14-(4-aminobenzyl)-1,4,7,10-tetraazabicyclo[ 5.5.3]pentadecane

Refernces

• 1、 Harris, Michael,Vander Elst, Luce,Laurent, Sophie,Parac-Vogt, Tatjana N.. "Magnetofluorescent micelles incorporating DyIII-DOTA as potential bimodal agents for optical and high field magnetic resonance imaging". . p. 4791 - 4801. Retrieved 2016.
• 2、 Rodríguez-Rodríguez, Aurora,Regueiro-Figueroa, Martín,Esteban-Gómez, David,Rodríguez-Blas, Teresa,Patinec, Véronique,Tripier, Rapha?l,Tircsó, Gyula,Carniato, Fabio,Botta, Mauro,Platas-Iglesias, Carlos. "Definition of the Labile Capping Bond Effect in Lanthanide Complexes". . p. 1110 - 1117. Retrieved 2017/02/05.