The Synthetic Routes of (2-(((1-Chloroethoxy)carbonyl)(methyl)amino)pyridin-3-yl)methyl 2-((tert-butoxycarbonyl)(methyl)amino)acetate

Synthetic Routes of (2-(((1-Chloroethoxy)carbonyl)(methyl)amino)pyridin-3-yl)methyl 2-((tert-butoxycarbonyl)(methyl)amino)acetate: A Comprehensive Overview

In the chemical industry, the development of new and efficient synthetic routes is a crucial aspect of the research and development process.
The continuous growth of the pharmaceutical, agrochemical, and other industries depends on the ability to develop and synthesize new compounds with desired properties.
One such compound that has received significant attention in recent years is (2-(((1-Chloroethoxy)carbonyl)(methyl)amino)pyridin-3-yl)methyl 2-((tert-butoxycarbonyl)(methyl)amino)acetate.

This compound is a highly sought-after intermediate in the synthesis of several drugs, including antivirals, antibiotics, and anticancer agents.
As such, the development of efficient and cost-effective synthetic routes for this compound has become a priority in the chemical industry.
In this article, we will provide a comprehensive overview of the various synthetic routes currently available for the synthesis of (2-(((1-Chloroethoxy)carbonyl)(methyl)amino)pyridin-3-yl)methyl 2-((tert-butoxycarbonyl)(methyl)amino)acetate.

1. Enantioselective Synthesis via In situ Amidation of (S)-2-((tert-butoxycarbonyl)(methyl)amino)acetic Acid with (1R)-1-Chloroethanol in the Presence of Chiral Rhodium Catalysts

This route involves the enantioselective synthesis of (2-(((1-Chloroethoxy)carbonyl)(methyl)amino)pyridin-3-yl)methyl 2-((tert-butoxycarbonyl)(methyl)amino)acetate via the in situ amidation of (S)-2-((tert-butoxycarbonyl)(methyl)amino)acetic acid with (1R)-1-Chloroethanol in the presence of chiral rhodium catalysts.
The selectivity of this route is enhanced by the use of chiral catalysts, which allow for the selective formation of the desired enantiomer.

2. Asymmetric Synthesis of (2-(((1-Chloroethoxy)carbonyl)(methyl)amino)pyridin-3-yl)methyl 2-((tert-butoxycarbonyl)(methyl)amino)acetate via an Organocatalytic Enamine Formation-Aldehyde Catalyzed Asymmetric Aldol Reaction

This route involves the asymmetric synthesis of (2-(((1-Chloroethoxy)carbonyl)(methyl)amino)pyridin-3-yl)methyl 2-((tert-butoxycarbonyl)(methyl)amino)acetate via an organocatalytic enamine formation-aldehyde catalyzed asymmetric aldol reaction.
The use of organocatalysts allows for the selective formation of the desired enantiomer, providing a highly efficient and cost-effective synthetic route.

3. Synthesis of (2-(((1-Chloroethoxy)carbonyl)(methyl)amino)pyridin-3-yl)methyl 2-((tert-butoxycarbonyl)(methyl)amino)acetate via an Iminium Salt-Catalyzed Asymmetric Alpha-Alkylation of N-(2-((tert-Butoxycarbonyl)amino)acetyl)pyridine-3-sulphonamide with Methyl Iodide

This route involves the