Description

Tert-butyl 6-(aminomethyl)-5-azaspiro[2.4]heptane-5-carboxylate (CAS No. 1823426-03-4) is a high-purity, spirocyclic organic compound with the molecular formula C₁₂H₂₂N₂O₂. This Boc-protected amine derivative features a unique 5-azaspiro[2.4]heptane core, making it a valuable building block for pharmaceutical research and medicinal chemistry applications. The compound is supplied as a white to off-white crystalline solid with ≥95% purity (HPLC). It is soluble in common organic solvents such as DMSO, methanol, and dichloromethane, but has limited solubility in water. Store at 2-8°C under inert atmosphere for optimal stability. This product is ideal for researchers developing novel drug candidates, particularly in CNS and protease inhibitor therapies.

Properties

• CAS Number: 1823426-03-4
• Complexity: 292
• IUPAC Name: tert-butyl 6-(aminomethyl)-5-azaspiro[2.4]heptane-5-carboxylate
• InChI: InChI=1S/C12H22N2O2/c1-11(2,3)16-10(15)14-8-12(4-5-12)6-9(14)7-13/h9H,4-8,13H2,1-3H3
• InChI Key: SUMSUPZIMDXTDF-UHFFFAOYSA-N
• Exact Mass: 226.168127949
• Molecular Formula: C12H22N2O2
• Molecular Weight: 226.32
• SMILES: CC(C)(C)OC(=O)N1CC2(CC2)CC1CN
• Topological: 55.6
• Monoisotopic Mass: 226.168127949
• Synonyms: tert-butyl 6-(aminomethyl)-5-azaspiro[2.4]heptane-5-carboxylate, 1823426-03-4, Tert-butyl 6-(aminomethyl)-5-azaspiro(2.4)heptane-5-carboxylate, 858-282-3, MFCD25541989, SCHEMBL933226, MAC39726, MFCD29989581, SB46682, PS-20308, SY324049, SY344464, E88491, 5-Boc-6-(aminomethyl)-5-azaspiro[2.4]heptane, EN300-1704186, (S)-5-Boc-6-(aminomethyl)-5-azaspiro[2.4]heptane, tert-butyl6-(aminomethyl)-5-azaspiro[2.4]heptane-5-carboxylate

Application

This spirocyclic Boc-protected amine serves as a versatile intermediate in the synthesis of pharmacologically active compounds, particularly in the development of central nervous system (CNS) drugs and enzyme inhibitors. The rigid spiro structure provides conformational constraint valuable for structure-activity relationship studies. Researchers utilize this building block in peptide mimetics design and as a precursor for novel heterocyclic compounds. The tert-butoxycarbonyl (Boc) protecting group allows for selective deprotection under mild acidic conditions while maintaining stability during various synthetic transformations.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (100%)
• STOT SE 3 (100%)

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