Description

(R)-tert-Butyl (1-(4-bromophenyl)ethyl)carbamate is a high-purity chiral intermediate widely used in pharmaceutical research and organic synthesis. With the molecular formula C₁₃H₁₈BrNO₂ and CAS number 578729-21-2, this compound is a valuable building block for the preparation of enantiomerically pure active pharmaceutical ingredients (APIs). The presence of the tert-butyl carbamate (Boc) protecting group ensures excellent stability during synthetic transformations, while the 4-bromophenyl moiety offers versatile reactivity for cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig couplings. This product is supplied with rigorous QC validation, including HPLC, NMR, and mass spectrometry, guaranteeing ≥98% chemical purity and enantiomeric excess (ee) suitable for demanding applications.

Properties

• CAS Number: 578729-21-2
• Complexity: 255
• IUPAC Name: tert-butyl N-[(1R)-1-(4-bromophenyl)ethyl]carbamate
• InChI: InChI=1S/C13H18BrNO2/c1-9(10-5-7-11(14)8-6-10)15-12(16)17-13(2,3)4/h5-9H,1-4H3,(H,15,16)/t9-/m1/s1
• InChI Key: KECPRZHCNCDSET-SECBINFHSA-N
• Exact Mass: 299.05209
• Molecular Formula: C13H18BrNO2
• Molecular Weight: 300.19
• SMILES: C[C@H](C1=CC=C(C=C1)Br)NC(=O)OC(C)(C)C
• Topological: 38.3
• Monoisotopic Mass: 299.05209
• Synonyms: (R)-tert-Butyl (1-(4-bromophenyl)ethyl)carbamate, 881-555-3, 578729-21-2, (R)-N-Boc-1-(4-bromophenyl)ethylamine, tert-butyl N-[(1R)-1-(4-bromophenyl)ethyl]carbamate, (R)-tert-butyl 1-(4-bromophenyl)ethylcarbamate, (R)-[1-(4-Bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester, TERT-BUTYL [(1R)-1-(4-BROMOPHENYL)ETHYL]CARBAMATE, MFCD11506010, Carbamic acid, [(1R)-1-(4-bromophenyl)ethyl]-, 1,1-dimethylethyl ester, (R)-tert-butyl(1-(4-bromophenyl)ethyl)carbamate, SCHEMBL1754171, DTXSID30680975, KECPRZHCNCDSET-SECBINFHSA-N, CS-B0041, AKOS016842781, N-[(1R)-1-(4-bromophenyl)ethyl]-carbamic acid-1,1-dimethylethyl ester, AC-29333, DS-17623, DB-371781, Y10026, EN300-7133501, tert-butyl (1r)-1-(4-bromophenyl)ethylcarbamate, tert-butyl[(1r)-1-(4-bromophenyl)ethyl]carbamate, tert-butyl [(1R)-1-(4-bromo phenyl)ethyl]carbamate, (R)-[1-(4-bromophenyl)-ethyl]-carbamic acid tert-butyl ester, [(R)-1-(4-bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester

This Boc-protected chiral amine is primarily employed as a key intermediate in asymmetric synthesis, particularly for the development of CNS-active compounds and kinase inhibitors. Its utility extends to medicinal chemistry, where it serves as a precursor for bioactive molecules with brominated aromatic motifs. Researchers also utilize it in peptide coupling strategies and as a scaffold for enantioselective catalysis.

Safety and Hazards

GHS Hazard Statements

• 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, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

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