173308-18-4

Basic information

• Product Name: tri-tert-butyl 2,2',2''-(10-(2-methoxy-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate
• CAS NO: 173308-18-4
• Molecular Weight: 586.77
• Mol File: 173308-18-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: tri-tert-butyl 2,2',2''-(10-(2-methoxy-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate(CAS DataBase Reference)
• NIST Chemistry Reference: tri-tert-butyl 2,2',2''-(10-(2-methoxy-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate(173308-18-4)
• EPA Substance Registry System: tri-tert-butyl 2,2',2''-(10-(2-methoxy-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate(173308-18-4)

Safety Data

• Hazardous Substances Data: 173308-18-4(Hazardous Substances Data)

Upstream product

• 825625-07-8 tri-tert-butyl 2,2’,2’‘-(10-(2-ethoxy-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate 
• 67-56-1 methanol 

Downstream Products

• 1402393-59-2 tri-tert-butyl 2,2’,2”-(10-(2-((4-aminobutyl)amino)-2-oxoethyl)-1,4,7,10-tetraazacyclododecan-1,4,7-triyl)triacetate 
• 137076-54-1 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane-10-acetic acid 

Relevant articles and documents

Facile synthesis of 1-(acetic acid)-4,7,10-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane: a reactive precursor chelating agent

1-(Acetic acid)-4,7,10-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane (DOTA-Tris-tBu ester or 1) is a precursor chelating agent for lanthanide ions and can be efficiently labeled with various functional moieties or macromolecules to improve the targeting specificity, intracellular delivery, bio-compatibility, and pharmacokinetics of resulting contrast media used in molecular imaging. This compound is commercially available but the extremely high cost seriously limits its wide utilization. Thus, we sought a convenient and inexpensive synthesis of DOTA-Tris-tBu ester that is readily adapted for use in any laboratory. The synthetic approach described here is straightforward and has an overall yield of 92%. Significantly, the product can be purified conveniently without using of a time- and labor-intensive column chromatography. Other advantages of this method, such as operational convenience, starting material availability, and atom efficiency make it very attractive to prepare DOTA-Tris-tBu ester in large quantity with a reduced cost.