Description

1-Boc-3-aminopyrrolidine (CAS No. 186550-13-0) is a high-purity, versatile N-Boc-protected pyrrolidine derivative widely used in pharmaceutical research, medicinal chemistry, and organic synthesis. With the molecular formula C₉H₁₈N₂O₂, this compound serves as a critical intermediate for the synthesis of bioactive molecules, peptidomimetics, and chiral ligands. The tert-butoxycarbonyl (Boc) group provides excellent stability under basic conditions while allowing selective deprotection under mild acidic conditions, making it ideal for multi-step synthetic routes. Available in ≥95% purity (HPLC/GC), this product is rigorously tested for consistency and meets stringent quality standards for laboratory and industrial applications. Suitable for use in coupling reactions, asymmetric catalysis, and scaffold modifications.

Properties

• CAS Number: 186550-13-0
• Complexity: 198
• IUPAC Name: tert-butyl 3-aminopyrrolidine-1-carboxylate
• InChI: InChI=1S/C9H18N2O2/c1-9(2,3)13-8(12)11-5-4-7(10)6-11/h7H,4-6,10H2,1-3H3
• InChI Key: CMIBWIAICVBURI-UHFFFAOYSA-N
• Exact Mass: 186.136827821
• Molecular Formula: C9H18N2O2
• Molecular Weight: 186.25
• SMILES: CC(C)(C)OC(=O)N1CCC(C1)N
• Topological: 55.6
• Monoisotopic Mass: 186.136827821
• Synonyms: 1-Boc-3-aminopyrrolidine, 186550-13-0, DTXSID60373343, DTXCID60324375, Tert-butyl 3-aminopyrrolidine-1-carboxylate, 3-amino-1-boc-pyrrolidine, (+/-)-3-amino-1-n-boc-pyrrolidine, MFCD01861220, 3-amino-pyrrolidine-1-carboxylic acid tert-butyl ester, 3-Amino-1-(tert-butoxycarbonyl)pyrrolidine, 3-Amino-1-N-Boc-pyrrolidine, N-Boc-3-aminopyrrolidine, 1-Pyrrolidinecarboxylic acid, 3-amino-, 1,1-dimethylethyl ester, 1-BocAP, 3-amino-Boc-pyrrolidine, N-Boc-3-amino pyrrolidine, SCHEMBL8785, rac-3-amino-1-Boc-pyrrolidine, SCHEMBL2308605, 1-Boc-3-aminopyrrolidine, 95%, BCP05293, BCP25550, CS-D0662, (+/-)-3-amino-1-boc-pyrrolidine, STL110022, (+/-)-3-amino-1N-BOC-pyrrolidine, AKOS005146135, AC-2224, PB10255, PB10260, PS-5203, SB10131, 3-amino-1-tert-butoxycarbonylpyrrolidine, t-butyl 3-aminopyrrolidine-1-carboxylate, BP-10573, HY-40091, SY006413, SY007815, SY013968, 1-(tert-Butoxyarbonyl)-3-aminopyrrolidine, 1-(tert-butoxycarbonyl)-3-aminopyrrolidine, DB-006320, DB-014118, tert-butyl 3-amino-1-pyrrolidinecarboxylate, 1-(tert-butyloxycarbonyl)-3-aminopyrrolidine, 1-tertiary butoxycarbonyl-3-aminopyrrolidine, 3-amino-1-(tert-butoxy-carbonyl)pyrrolidine, 3-amino-1-tertiary butoxycarbonylpyrrolidine, B3890, EN300-48597, tert. Butyl 3-amino-pyrrolidine-1-carboxylate, A18951, A66007, (3RS)-3-Amino-1-tert-butoxycarbonylpyrrolidine, 1,1-dimethylethyl 3-amino-1-pyrrolidinecarboxylate, racemic tert-butyl 3-aminopyrrolidine-1-carboxylate, Z255150718, racemic 3-amino-pyrrolidine-carboxylic acid tert-butyl ester, 3-amino-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester, (S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine;(S)-1-Boc-3-aminopyrrolidine, (R)-(+)-N-Boc-3-aminopyrrolidine; (R)-(+)-N-tert-Butoxycarbonyl-3-aminopyrrolidine;(R)-1-Boc-3-aminopyrrolidine

1-Boc-3-aminopyrrolidine is extensively employed as a building block in the synthesis of protease inhibitors, kinase modulators, and GPCR-targeting compounds. Its chiral pyrrolidine core facilitates the development of stereoselective pharmaceuticals, while the Boc group enables orthogonal protection strategies. Commonly used in peptide coupling (e.g., amide bond formation) and transition-metal-catalyzed reactions. Ideal for preparing libraries of drug-like molecules via parallel synthesis.

Safety and Hazards

GHS Hazard Statements

• H301 (84%): Toxic if swallowed [Danger Acute toxicity, oral]
• H314 (10%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (86%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P260, P264, P264+P265, P270, P280, P301+P316, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (84%)
• Skin Corr. 1C (10%)
• Eye Dam. 1 (86%)

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