Description

Tert-butyl p-tolylcarbamate (CAS No. 14618-59-8) is a high-purity organic compound with the molecular formula C₁₂H₁₇NO₂. Also known as tert-butyl N-(4-methylphenyl)carbamate, this carbamate derivative is widely utilized in pharmaceutical research, organic synthesis, and as a versatile building block in medicinal chemistry. Its structural features include a tert-butyl group and a p-tolyl moiety, making it an ideal intermediate for protecting-group strategies and peptide synthesis. This compound is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistency for sensitive applications. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 14618-59-8
• Complexity: 212
• IUPAC Name: tert-butyl N-(p-tolyl)carbamate
• InChI: InChI=1S/C12H17NO2/c1-9-5-7-10(8-6-9)13-11(14)15-12(2,3)4/h5-8H,1-4H3,(H,13,14)
• InChI Key: GNUJXPOJGTXSEZ-UHFFFAOYSA-N
• Exact Mass: 207.125928785
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.27
• SMILES: CC1=CC=C(C=C1)NC(=O)OC(C)(C)C
• Topological: 38.3
• Monoisotopic Mass: 207.125928785
• Synonyms: tert-butyl p-tolylcarbamate, 14618-59-8, tert-butyl N-(4-methylphenyl)carbamate, Carbamic acid, N-(4-methylphenyl)-, 1,1-dimethylethyl ester, p-tolyl-carbamic acid tert-butyl ester, tert-butyl (4-methylphenyl)carbamate, MFCD07127718, 4-(Boc-amino)-toluene, tert-butylp-tolylcarbamate, SCHEMBL178373, SCHEMBL1922120, SCHEMBL4791764, SCHEMBL28739393, DTXSID50406851, GNUJXPOJGTXSEZ-UHFFFAOYSA-N, PAA61859, STL065434, t-butyl N-(4-methylphenyl)carbamate, AKOS000501029, SB78289, (tert-butoxy)-N-(4-methylphenyl)carboxamide, CS-0153053, ST45048925, EN300-199862

Application

Tert-butyl p-tolylcarbamate serves as a key intermediate in the synthesis of pharmaceuticals, particularly in the development of protease inhibitors and kinase modulators. Its carbamate functionality is valuable for amine protection in peptide coupling reactions. Researchers also employ it in the preparation of advanced polymer materials and as a precursor for agrochemical active ingredients. Its stability under acidic conditions makes it suitable for multi-step synthetic routes.

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