53820-98-7Relevant academic research and scientific papers
Coupling biocatalysis with high-energy flow reactions for the synthesis of carbamates and β-amino acid derivatives
Leslie, Alexander,Moody, Thomas S.,Smyth, Megan,Wharry, Scott,Baumann, Marcus
supporting information, p. 379 - 384 (2021/03/15)
A continuous flow process is presented that couples a Curtius rearrangement step with a biocatalytic impurity tagging strategy to produce a series of valuable Cbz-carbamate products. Immobilized CALB was exploited as a robust hydrolase to transform residual benzyl alcohol into easily separable benzyl butyrate. The resulting telescoped flow process was effectively applied across a series of acid substrates rendering the desired carbamate structures in high yield and purity. The derivatization of these products via complementary flow-based Michael addition reactions furthermore demonstrated the creation of β-amino acid species. This strategy thus highlights the applicability of this work towards the creation of important chemical building blocks for the pharmaceutical and speciality chemical industries.
A facile protocol for N-Cbz protection of amines in PEG-600
Zhang, Chun Lin,Zhang, Dong Feng,Zhao, Hong Yi,Lin, Zi Yun,Huang, Hai Hong
experimental part, p. 789 - 792 (2012/08/08)
An efficient and eco-friendly protocol for the chemoselective N-benzyloxycarbonylation of amines was described. The reaction of amines with benzyl chloroformate (Cbz-Cl) in the presence of PEG-600 at room temperature afforded the corresponding N-Cbz derivatives in excellent yields. The method is applicable to the N-Cbz protection of aliphatic (acyclic and cyclic) and aromatic amines.
A catalyst-free N-benzyloxycarbonylation of amines in aqueous micellar media at room temperature
Shrikhande, Janhavi J.,Gawande, Manoj B.,Jayaram, Radha V.
, p. 4799 - 4803 (2008/12/22)
N-Benzyloxycarbonylation of amines was carried out in aqueous micellar media. Aliphatic (open and cyclic), aromatic and heteroaromatic amines react with Cbz-Cl to give excellent yields of products. The reactions were carried out in water and at room temperature.
