Lithium Perchlorate-Catalyzed Boc Protection of Amines and Amine Derivatives (original) (raw)
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International Journal of Scientific Research in Science and Technology, 2020
The protecting group plays important role in synthesis of multifunctional targets. A simple rapid efficient and green method for chemo-selective N-Boc protection of amines using Lithium hydroxide as a green catalyst. In the present work amine protection in presence of ditert-butyl carbonate under solvent free condition is carried out. An efficient green protocol for chemoselctive N-Boc protection of aryl, aliphatic, aromatic, acyclic and hetero cyclic amines (1 m mol %)( 10, 20, 30) were carried out with ditert-butyl carbonate (Boc)2 O using Lithium hydroxide monohydrate (10 mol %) at room temperature under solvent free condition to give white solid monitored on TLC. No side reactions are observed .The present protocol were simple, rapid, efficient, shorter reaction times, high yielding, highly selective, economical and eco-friendly
{[[K.18-Crown-6]Br3}n: A tribromide catalyst for the catalytic protection of amines and alcohols
Chinese Journal of Catalysis, 2013
Br3}n, a unique tribromide-type catalyst, was utilized for the N-boc protection of amines and trimethylsilylation (TMS) and tetrahydropyranylation (THP) of alcohols. The method is general for the preparation of N-boc derivatives of aliphatic (acyclic and cyclic) and aromatic, and primary and secondary amines and also various TMS-ethers and THP-ethers. The simple separation of the catalyst from the product is one of the many advantages of this method.
A new selective cleavage of N, N-dicarbamoyl-protected amines using lithium bromide
The Journal of Organic …, 2003
Preparation of Dimethyl (2S)-2-[(tert-Butoxy)carbonylamino]pentane-1,5-dioate (2b). To a stirred solution of 2a 1 (300 mg, 0.8 mmol) in acetonitrile (9 mL) placed into a round-bottomed flask (25 mL) equipped with a stopper was added commercially available lithium bromide (210 g, 2.45 mmol). The mixture was warmed with stirring to 65 °C for 10 h, at which time the reaction was completed. The reaction mixture was concentrated and purified by silica gel chromatography to yield 2b ((216 mg, 98%)) as an oil: [α] 25 D = +11 (c 3, CHCl 3); 1 H NMR (CDCl 3) δ 1.
Note Zinc chloride promoted efficient and facile BOC protection of amines
Amines are efficiently protected as their BOC derivatives under mild reaction conditions when reacted with BOC anhydride in presence of ZnCl 2 . The present method is applicable to a variety of amines including aliphatic, aromatic as well as heteroaromatic amines. This protocol appears to be competitive and in some cases superior to previously reported procedures that work under basic conditions.
Journal of the Chilean Chemical Society, 2013
An efficient, environmentally benign, highly facile and convenient synthetic protocol for the selective t-butyl carboxylation of aliphatic, aromatic and heterocyclic amines using Amberlyst R A 21 catalyst; a mild basic solid resin under solvent free conditions is reported. This method explores several advantages such as reusability of the heterogeneous catalyst, cleaner reaction profile, mild and solvent free system, short reaction time, operational simplicity, high conversions , excellent product yields and low cost of the catalyst. Furthermore since the catalyst is mild basic, decomposition of the carbamate formed is not observed if the reaction is continued for prolonged time as in the case of Lewis acid catalyzed N-Boc protection. This makes the present protocol a useful and attractive for N-Boc protection of amines.