Synthetic Route Intermediates for Pharmaceutical Compound I
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Solution Overview
Problem
Current methods for preparing the compound of formula I and its salts are inefficient, resulting in high costs, long processing times, and significant waste production.
Innovation Solution
A novel synthetic route utilizing intermediates of formulae IV, V, XIV, XVI, XVII, and XVIII is developed, which includes dimerization, protection, reduction, and coupling steps to efficiently produce the compound of formula I and its salts, reducing costs, time, and waste.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Productivity
If current synthetic methods are used to prepare compound of formula I, then the compound can be produced, but the production cost is high, processing time is long, and waste is significant
Solution Approach 1:
The synthetic route is divided into distinct modular steps including dimerization of compound II to form compound V, protection steps to form compounds IV and V, reduction steps, and coupling reactions. Each step is optimized independently, allowing for better time management and resource allocation, thereby reducing overall processing time while maintaining productivity.
Solution Approach 2:
Protecting groups are installed in advance on compounds III and II before subsequent reactions. This preliminary protection prevents unwanted side reactions during dimerization and coupling steps, streamlining the synthesis pathway and reducing the need for corrective steps, thus decreasing processing time without compromising productivity.
2Productivity
If current synthetic methods are used to prepare compound of formula I, then the compound can be produced, but the production cost is high
Solution Approach 1:
The synthesis employs parameter optimizations including temperature control during dimerization and coupling reactions, solvent selection to improve reaction efficiency, and stoichiometric adjustments. These parameter changes increase reaction yields and reduce material waste, directly lowering production costs while maintaining high productivity.
Solution Approach 2:
Novel intermediates (compounds IV, V, XIV, XVI, XVII, and XVIII) are designed and utilized to facilitate the synthesis. These intermediates enable more efficient coupling reactions and reduce the number of purification steps required, thereby reducing both production costs and maintaining productivity.
3Productivity
If current synthetic methods are used to prepare compound of formula I, then the compound can be produced, but significant waste is generated
Solution Approach 1:
The synthesis design incorporates protecting groups that are easily removable and generate minimal waste. The dimerization and coupling reactions are designed to have high atom economy, converting most reactant atoms into the final product rather than waste byproducts, thus reducing substance loss while maintaining production efficiency.
Solution Approach 2:
Protecting groups and soluble salts are strategically used and then removed in final purification steps. The reaction conditions are designed to allow for easy recovery of valuable intermediates and reagents, minimizing waste generation while maintaining high productivity through efficient material utilization.
Applied Scientific Principles
This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.
Function Achieved in This Case
The new synthetic route significantly reduces production costs, time, and waste while maintaining the quality of the compound of formula I and its salts, providing an improved method for preparing these compounds.
Implementation Method 1
dimerizing a corresponding compound of formula II to provide the compound of formula V
Implementation Method 2
the compound of formula IV is prepared from a compound of formula III by protecting the compound of formula III
Data Source
AI summary
The invention provides methods and intermediates that are useful for preparing a compound of formula I:and salts thereof.