N-Boc-exo-3-aminotropane

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Cat Number

INT744183208

CAS Number

744183-20-8

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Product Detail Description Customer Q&A

CAS Number

744183-20-8

Storage

2-8℃

Synonyms

tert-Butylexo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate;(1R,3r,5S)-rel-tert-Butyl3-amino-8-azabiChemicalbookcyclo[3.2.1]octane-8-carboxylate;exo-3-Amino-8-aza-bicyclo[3.2.1]octane-8-carboxylicacidtert-butylester

Molecular Formula

C12H22N2O2

Molecular Weight

226.32

Appearance

White to off-white powder

Boiling Point

313.2℃

Relative Density

1.08

pKa

10.12

General Description

N-Boc-exo-3-aminotropane is a protected tropane derivative featuring a tert-butoxycarbonyl (Boc) group on the nitrogen bridgehead of the tropane ring and an amino group at the C-3 position in the exo configuration. The tropane ring system (bicyclo[2.2.1]heptane with a nitrogen bridge) is a classic pharmacophore found in anticholinergic agents, local anesthetics (cocaine analogs), and dopamine transporter inhibitors.

Mechanism of Action

N-Boc-exo-3-aminotropane functions as a protected tropane building block in medicinal chemistry. The N-Boc group protects the bridgehead nitrogen from unwanted reactions during further functionalization and is removed under acidic conditions. The exo-oriented amino group at C-3 is positioned on the same face as the bridge (endo) and opposite to the N-Boc substituent. The tropane scaffold is conformationally rigid and presents substituents in defined spatial arrangements that are critical for target recognition.

Application

N-Boc-exo-3-aminotropane is used as an intermediate in the synthesis of tropane alkaloid derivatives including anticholinergic agents (atropine, ipratropium), cocaine analogs, and dopamine transporter (DAT) inhibitors. The 3-amino tropane scaffold is a key structural element in selective DAT inhibitors being developed for cocaine addiction and as PET imaging agents for dopamine neurons.

What is the recommended storage condition for N-Boc-exo-3-aminotropane?

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 N-Boc-exo-3-aminotropane?

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 N-Boc-exo-3-aminotropane?

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 N-Boc-exo-3-aminotropane 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 N-Boc-exo-3-aminotropane 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.