Verschueren, Rik H.; Gilles, Philippe; Van Mileghem, Seger; De Borggraeve, Wim M. published the artcile< Solvent-free N-Boc deprotection by ex situ generation of hydrogen chloride gas>, Category: esters-buliding-blocks, the main research area is amine hydrochloride salt preparation green chem; tertbutyl carbamate deprotection.
An efficient, scalable and sustainable method for the quant. deprotection of the tert-Bu carbamate (N-Boc) protecting group is described, using down to near-stoichiometric amounts of hydrogen chloride gas in solvent-free conditions. The ex situ generation of hydrogen chloride gas from sodium chloride and sulfuric acid in a two-chamber reactor, introducing a straightforward method for controlled and stoichiometric release of HCl gas were demonstrated. The solvent-free conditions allow deprotection of a wide variety of N-Boc derivatives e.g., N-Boc benzylamine to obtain the hydrochloride salts in e.g., benzylamine hydrochloride quant. yields. The procedure obviates the need for any work-up or purification steps providing an uncomplicated green alternative to standard methods. Due to the solvent-free, anhydrous conditions, this method shows high tolerance towards acid sensitive functional groups and furnishes expanded functional group orthogonality.
Organic & Biomolecular Chemistry published new progress about Amines, salts Role: SPN (Synthetic Preparation), PREP (Preparation). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Category: esters-buliding-blocks.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics