Description

N-Boc-2-aminophenol (CAS No. 186663-74-1) is a high-purity, synthetic organic compound with the molecular formula C₁₁H₁₅NO₃. Also known as tert-butyl N-(2-hydroxyphenyl)carbamate, this versatile Boc-protected aminophenol derivative is widely used in peptide synthesis, pharmaceutical research, and medicinal chemistry applications. The compound features a phenolic hydroxyl group and a Boc-protected amine, making it a valuable building block for complex organic transformations.

Our N-Boc-2-aminophenol is rigorously tested to ensure exceptional quality, with typical purity levels ≥95% (HPLC). The product is supplied as a white to off-white crystalline powder with excellent stability under recommended storage conditions (2-8°C in a tightly sealed container). This reagent is particularly useful for introducing protected amine functionality into molecular scaffolds while maintaining orthogonal protection strategies.

Key applications include use as:

• An intermediate in API synthesis
• A precursor for heterocyclic compound development
• A building block for combinatorial chemistry
• A reagent for asymmetric synthesis

Safety Note: Handle with appropriate personal protective equipment in a well-ventilated area. Refer to the SDS for complete handling and disposal information.

Properties

• CAS Number: 186663-74-1
• Complexity: 222
• IUPAC Name: tert-butyl N-(2-hydroxyphenyl)carbamate
• InChI: InChI=1S/C11H15NO3/c1-11(2,3)15-10(14)12-8-6-4-5-7-9(8)13/h4-7,13H,1-3H3,(H,12,14)
• InChI Key: UQLYDIDMLDTUDL-UHFFFAOYSA-N
• Exact Mass: 209.10519334
• Molecular Formula: C11H15NO3
• Molecular Weight: 209.24
• SMILES: CC(C)(C)OC(=O)NC1=CC=CC=C1O
• Topological: 58.6
• Monoisotopic Mass: 209.10519334
• Synonyms: N-Boc-2-aminophenol, 186663-74-1, DTXSID90406850, DTXCID40357702, 626-342-6, tert-butyl (2-hydroxyphenyl)carbamate, tert-butyl N-(2-hydroxyphenyl)carbamate, MFCD06411300, 2-(Boc-amino)phenol, 2-Hydroxyphenyl carbamic acid tert-butyl ester, N-Boc-2-aminophenol, 97%, SCHEMBL1794452, SCHEMBL2940952, CHEMBL5004821, SCHEMBL27592775, 2-tert-butyloxycarbonylaminophenol, UQLYDIDMLDTUDL-UHFFFAOYSA-N, Carbamic acid, (2-hydroxyphenyl)-, 1,1-dimethylethyl ester, Tert-butyl 2-hydroxyphenylcarbamate, tert-butyl(2-hydroxyphenyl)carbamate, N-(tertbutoxycarbonyl)-2-aminophenol, STL065433, AKOS000500997, DS-9267, SY115647, DB-266113, CS-0031385, ST45048923, (tert-butoxy)-N-(2-hydroxyphenyl)carboxamide, W16790, EN300-1876947

Application

N-Boc-2-aminophenol serves as a crucial intermediate in organic synthesis, particularly for constructing complex pharmaceutical compounds with phenolic and amine functionalities. Researchers utilize this compound in peptide coupling reactions where temporary amine protection is required. The Boc group can be selectively removed under mild acidic conditions while preserving other sensitive functional groups in the molecule. This reagent has shown particular utility in the development of kinase inhibitors and other small molecule therapeutics.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Skin Sens. 1 (100%)
• Eye Irrit. 2 (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.