Stoll, Emma L. published the artcileA practical catalytic reductive amination of carboxylic acids, Safety of 2-(2-((tert-Butyldimethylsilyl)oxy)ethoxy)ethan-1-amine, the publication is Chemical Science (2020), 11(35), 9494-9500, database is CAplus and MEDLINE.
Reductive alkylation reactions of amines using carboxylic acids as nominal electrophiles was reported. The two-step reaction exploits the dual reactivity of phenylsilane and involves a silane-mediated amidation followed by a Zn(OAc)2-catalyzed amide reduction The reaction is applicable to a wide range of amines and carboxylic acids and has been demonstrated on a large scale (305 mmol of amine). The rate differential between the reduction of tertiary and secondary amide intermediates is exemplified in a convergent synthesis of the antiretroviral medicine maraviroc. Mechanistic studies demonstrate that a residual 0.5 equiv of carboxylic acid from the amidation step is responsible for the generation of silane reductants with augmented reactivity, which allow secondary amides, previously unreactive in zinc/phenylsilane systems, to be reduced.
Chemical Science published new progress about 215297-17-9. 215297-17-9 belongs to catalysis-chemistry, auxiliary class Linker,PROTAC Linker, name is 2-(2-((tert-Butyldimethylsilyl)oxy)ethoxy)ethan-1-amine, and the molecular formula is C8H15BrO2, Safety of 2-(2-((tert-Butyldimethylsilyl)oxy)ethoxy)ethan-1-amine.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia