CAS 137076-54-1 2-(4,7,10-Tris(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid

Synonyms

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

IUPAC Name

2-[4,7,10-tris[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetic acid

Molecular Weight

572.73

Molecular Formula

C28H52N4O8

Canonical SMILES

CC(C)(C)OC(=O)CN1CCN(CCN(CCN(CC1)CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C)CC(=O)O

InChI

RVUXZXMKYMSWOM-UHFFFAOYSA-N

InChI Key

InChI=1S/C28H52N4O8/c1-26(2,3)38-23(35)19-30-12-10-29(18-22(33)34)11-13-31(20-24(36)39-27(4,5)6)15-17-32(16-14-30)21-25(37)40-28(7,8)9/h10-21H2,1-9H3,(H,33,34)

Boiling Point

632.1±55.0 °C(Predicted)

Melting Point

129-131 ºC

Purity

97%

Storage

Store at +2°C to +8°C.

Complexity

799

Covalently-Bonded Unit Count

Exact Mass

572.37851463

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

572.37851463

Rotatable Bond Count

Topological Polar Surface Area

129 Å²

Application

The purpose of 2-(4,7,10-Tris(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid is to function as a versatile chelating agent, leveraging its structure to effectively bind cations, which is particularly useful in the field of imaging diagnostics. This compound, similar to DOTA-tris (t-Bu ester), incorporates a DOTA moiety with tert-butyl protective groups, allowing it to form stable complexes with metal ions. This feature is especially advantageous for the preparation of gadolinium-based MRI contrast agents, enhancing the clarity and effectiveness of magnetic resonance imaging. Under acidic conditions, the t-butyl groups can be removed to facilitate further chemical reactions or applications, making it a valuable tool in the development of advanced imaging agents such as gadolinium ion complexes and copper-64-DOTA conjugates used in various diagnostic applications.

March 7, 2025

Excellent Chelating Agent for Imaging Applications

We utilized 2-(4,7,10-Tris(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid for developing gadolinium complexes. Its efficient chelation properties enhanced our MRI contrast results significantly. Highly recommended for any research involving imaging diagnostics.