Description

tert-butyl (1R,4R,5S)-5-amino-2-azabicyclo(2.1.1)hexane-2-carboxylate (CAS: 1932212-66-2) is a high-purity, stereospecific bicyclic amine derivative designed for advanced pharmaceutical and chemical research applications. This compound features a rigid azabicyclo[2.1.1]hexane scaffold with a protected amine group, making it a versatile building block for medicinal chemistry, particularly in the synthesis of novel bioactive molecules and constrained peptidomimetics. With a molecular formula of C₁₀H₁₈N₂O₂, it is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC). The tert-butyloxycarbonyl (Boc) protecting group ensures stability during synthetic transformations while allowing selective deprotection under mild acidic conditions. Ideal for researchers exploring CNS-targeted therapeutics, enzyme inhibitors, or conformationally restricted analogs, this product is rigorously tested for identity (NMR, LC-MS), residual solvents, and heavy metals to meet stringent quality standards.

Properties

• CAS Number: 1932212-66-2
• Complexity: 259
• IUPAC Name: tert-butyl (1R,4R,5S)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate
• InChI: InChI=1S/C10H18N2O2/c1-10(2,3)14-9(13)12-5-6-4-7(12)8(6)11/h6-8H,4-5,11H2,1-3H3/t6-,7-,8+/m1/s1
• InChI Key: MVDURHAWUZLLLY-PRJMDXOYSA-N
• Exact Mass: 198.136827821
• Molecular Formula: C10H18N2O2
• Molecular Weight: 198.26
• SMILES: CC(C)(C)OC(=O)N1C[C@H]2C[C@@H]1[C@H]2N
• Topological: 55.6
• Monoisotopic Mass: 198.136827821
• Synonyms: tert-butyl (1R,4R,5S)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate, 1932212-66-2, tert-butyl (1R,4R,5S)-5-amino-2-azabicyclo(2.1.1)hexane-2-carboxylate, 879-161-1, 2-Azabicyclo[2.1.1]hexane-2-carboxylic acid, 5-amino-, 1,1-dimethylethyl ester, (1R,4R,5S)-rel-, (1r,4s,5s)-rel-5-amino-2-boc-2-azabicyclo[2.1.1]hexane, (1R,4R,5S)-rel-tert-Butyl 5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate, tert-butyl endo-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate, (1R,4R,5S)-tert-Butyl 5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate, rel-tert-Butyl (1R,4R,5S)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate, MFCD28975718, 1523570-38-8, MFCD28964062, AKOS025291235, AS-53634, CS-0048104, E73627, P16792, P19033, EN300-7383444, (1R,4R,5S)-2-Boc-5-amino-2-azabicyclo[2.1.1]hexane, t-Butyl endo-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate, (1R,4R,5S)-rel-tert-Butyl5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate

This compound serves as a key intermediate in the synthesis of constrained peptide analogs and small-molecule drug candidates targeting neurological disorders. Its rigid bicyclic structure is valuable for modulating pharmacokinetic properties like metabolic stability and blood-brain barrier penetration. Researchers also utilize it to explore stereospecific interactions in enzyme inhibition studies, particularly in protease and receptor ligand design.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning 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+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

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

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.