86864-57-5

Usage

Phenyl group

Aromatic ring structure (C6H5) attached to the central methanamine molecule.

Tritylsulfanyl group

A group (C6H5S) consisting of a phenyl ring with a sulfur atom attached to the central methanamine molecule.

Methanamine molecule

A central molecule (CH3NH2) to which the phenyl and tritylsulfanyl groups are attached.

Use as an intermediate

Commonly used in the synthesis of various pharmaceuticals, agrochemicals, and organic compounds.

Use as a reagent

Utilized in organic chemistry for the synthesis of complex molecules.

Versatility

A key building block in organic synthesis with a wide range of applications in the pharmaceutical and chemical industries.

Upstream product

• 86864-34-8 Benzaldehyde tritylsulfenimine 
• 24165-03-5 tritylsulfenyl chloride 
• 100-46-9 benzylamine 
• 3695-77-0 triphenylmethanethiol 
• 38499-08-0 Triphenylmethanesulfenamide 

Downstream Products

• 968-39-8 Triphenylmethylethylether 
• 726-25-0 1-benzyl-3-phenylthiourea 

Relevant academic research and scientific papers

ESR Spectroscopic Study of Triphenylmethyl-Substituted Thioaminyl Radicals: N-(Triphenylmethylthio)alkylaminyls and -arylaminyls

The title radicals generated by hydrogen-atom abstraction from the corresponding N-(triphenylmethylthio)-alkylamines and -arylamines, have been studied by means of ESR spectroscopy.The alkylaminyls were transient in solution at room temperature, while the

Studies on the Preparation and Reactions of Tritylsulfenimines

Carbonyl compounds react with stable, crystalline triphenylmethanesulfenamide (TrSNH2, 4) under mild conditions to form tritylsulfenimines 5 and 6.Lithiation of acetone tritylsulfenimine (5c) at O deg C led to a novel rearrangement-decomposition producing

Studies on the Development of the Tritylsulfenyl Group as a Nitrogen Protecting Group and Application in a Synthesis of δ-Coniceine

The (triphenylmethyl)sulfenyl (tritylsulfenyl, TRS) group was found to posses properties which should make it useful as a nitrogen protecting group.The almost instantaneous reaction of TrSCl (6) with amines produced the corresponding triphenylmethanesulfenamides.The TRS group was found to render the nitrogen atom nonbasic and relatively nonnucleophilic, was stable to aqueous acid, aqueous base, and various reducing agents, and was moderately stable to Moffat oxidation conditions.The TRS group could be cleaved under mild conditions, generating the amine with either CuCl2/EtOH-THF, HI/THF-H2O, or trimethylsilyl iodide (Me3SiI)/CH2Cl2.A synthesis of δ-coniceine (16) illustrates carbon-carbon bond formation with tritylsulfenimine methodology and the utility of the tritylsulfenyl group as a nitrogen protecting group.