Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate Hydrobromide

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Cat Number

INT149353231

CAS Number

149353-23-1

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Product Detail Description Customer Q&A

CAS Number

149353-23-1

Storage

2-8℃

Synonyms

Tri-tert-butyl2,2',2''-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetateH;1,4,7,10-Tetraazacyclododecane-1,4,7-triaceticAcid1,4,7-ChemicalbookTris(1,1-diMethylethyl)EsterHydrobroMide;1,4,7,10-Tetraazacyclododecane-1,4,7-triaceticAcidTris(1,1-diMethylethyl)EsterMonohydrobroMide

Molecular Formula

C26H51BrN4O6

Molecular Weight

595.61

Appearance

White powder

Melting Point

191℃

General Description

Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate Hydrobromide is a partially protected derivative of DOTA (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) bearing three tert-butyl ester groups on three of the four acetate arms and one free carboxylic acid on the fourth arm. The tert-butyl ester protecting groups enhance the lipophilicity of the molecule and allow for selective deprotection under acidic conditions (TFA) to reveal the remaining carboxylic acids for further conjugation.

Mechanism of Action

Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate functions as a key intermediate in the synthesis of bifunctional chelators for radiopharmaceuticals. The three tert-butyl protected acetate groups ensure that only one acetate arm is available for initial metal complexation during synthesis, enabling regioselective conjugation to biomolecules at the remaining acetate arm. The fourth acetate is then activated and conjugated to a targeting vector (antibody, peptide) after metal complexation.

Application

Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate is used as an intermediate in the synthesis of DOTA-based radiopharmaceuticals and MRI contrast agents. It is particularly important in the synthesis of 177Lu-DOTATATE (Lutathera) and 68Ga-DOTATATE for neuroendocrine tumor PET imaging and radiotherapy. The regioselective protection strategy ensures that the chelator remains attached to the targeting molecule without compromising metal binding stability.

What is the recommended storage condition for Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate Hydrobromide?

It should be stored at 2-8°C in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

What documentation is provided with each batch of Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate Hydrobromide?

Each batch is accompanied by a Certificate of Analysis (COA) covering identity, potency, and relevant purity tests. Safety Data Sheets (SDS) are available upon request.

What analytical characterization data is available for Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate Hydrobromide?

Standard analytical data including HPLC purity profile, NMR confirmation, and physical specifications are included in the COA. Additional characterization data can be arranged upon request.

Is Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate Hydrobromide compatible with common organic solvents used in pharmaceutical synthesis?

Solubility and compatibility information is available in the technical data sheet. For specific solvent compatibility questions, please contact our technical team.

Is Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate Hydrobromide manufactured under GMP conditions?

It is produced in facilities operating under applicable GMP or equivalent quality standards, ensuring consistent product quality and compliance with pharmaceutical industry requirements.