127119-07-7

Basic information

• Product Name: 1-Boc-Benzimidazole
• Synonyms: 1-Boc-Benzimidazole;tert-Butyl benzo[d]imidazole-1-carboxylate;tert-Butyl 1H-benzo[d]iMidazole-1-carboxylate
• CAS NO: 127119-07-7
• Molecular Formula: C12H14N2O2
• Molecular Weight: 218.25176
• Mol File: 127119-07-7.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 1-Boc-Benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-Benzimidazole(127119-07-7)
• EPA Substance Registry System: 1-Boc-Benzimidazole(127119-07-7)

Safety Data

• Hazardous Substances Data: 127119-07-7(Hazardous Substances Data)

Usage

General Description

1-Boc-Benzimidazole is a chemical compound with the molecular formula C13H16N2O2. It is a derivative of benzimidazole, a heterocyclic compound that consists of a benzene ring fused to an imidazole ring. 1-Boc-Benzimidazole is used as a building block in the synthesis of pharmaceuticals and other organic compounds. The "Boc" in its name refers to the tert-butoxycarbonyl group, which is often used as a protective group in organic synthesis to temporarily protect amino groups from reactions. 1-Boc-Benzimidazole has applications in the field of medicinal chemistry, particularly in the development of anti-cancer and anti-inflammatory drugs.

Upstream product

• 51-17-2 benzoimidazole 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant articles and documents

General solvent-free highly selective N-tert-butyloxycarbonylation strategy using protic ionic liquid as an efficient catalyst

A simple, rapid and solvent-free protocol is described for the chemo-selective transformation of amines to tert-butyloxycarbonyl protected derivatives (NHBoc) using Boc2O and imidazolium trifluoroacetate protic ionic liquid (5-20 mol%). Unwanted side products such as isocyanate, urea or N,N-di-Boc were not detected. The scope of the protection strategy was successfully explored for substrate alcohols, phenols and thiol at elevated temperatures. Optically pure amino acids, amino acid esters and amino alcohols were efficiently converted to the corresponding N-Boc protected derivatives in excellent yields without racemization at the chiral center. The distinct advantages of this method are: operational simplicity, cleaner reaction, high selectivity, excellent yield, rapid reaction convergence, easy preparation and recyclability of the catalyst.

Visible-light-induced aerobic oxidative desulfurization of 2-mercaptobenzimidazolesviaa sulfinyl radical

A mild transition-metal-free non-toxic aerobic photoredox system was found to enable highly efficient desulfurization of 2-mercaptobenzimidazoles. This viable catalytic system includes Rose Bengal in a low catalyst loading as a photosensitizer and cheap, non-toxic NaCl in a catalytic amount as an additive, combined with an oxygen atmosphere. This protocol provides an important alternative access to a broad range of benzimidazole and deuterated benzimidazole products in generally high yields with good tolerance of various synthetically and pharmaceutically useful functionalities. The mechanistic studies reveal that both single electron transfer and energy transfer probably occur in the initial step and a sulfinyl radical intermediate is involved in the key desulfurization process.

Copper nanoparticles catalyzed N-H functionalization: An efficient solvent-free N-tert-butyloxycarbonylation strategy

A chemoselective transformation of amines to their tert-butyloxycarbonyl (Boc) protected derivatives (NBoc) is described using Cu-NPs under solvent-free conditions. Simple method, rapid reaction rate, mild conditions, tolerance of a wide range of functional groups, excellent yield, ease recovery and high catalytic turnover are the salient features of this approach. tert-Butyloxycarbonylation of chiral amino acid esters and amino alcohols were performed without racemization.