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Solid-phase Synthesis of [4.4] Spirocyclic Oximes

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Published on: February 6, 2019

Time Economy in Total Synthesis.

Yujiro Hayashi¹

¹Department of Chemistry, Graduate School of Science, Tohoku University, 6-3 Aramaki Aza Aoba, Aoba-ku, Sendai 980-8578, Japan.

The Journal of Organic Chemistry

|October 21, 2020

Summary

Accelerating chemical synthesis is crucial for rapid drug development. Modern techniques like flow chemistry significantly reduce reaction times for essential molecules such as Tamiflu and ibuprofen.

Area of Science:

Organic Chemistry
Synthetic Chemistry
Medicinal Chemistry

Background:

The urgency for producing high-valued molecules, especially therapeutics, necessitates efficient synthetic strategies.
Balancing atom economy, step economy, and redox economy with time is critical in multistep synthesis.
The need for rapid therapeutic agent provision, highlighted by pandemics, underscores the importance of 'time economy'.

Purpose of the Study:

To highlight the significance of time economy in total synthesis.
To discuss general considerations for the timely production of molecules.
To compare classical and contemporary approaches for rapid total synthesis.

Main Methods:

Utilizing modern tactics like one-pot procedures and domino reactions.

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Employing versatile synthetic methodologies, including organocatalysis.

Implementing strict-control technologies such as flow chemistry.

Main Results:

Tamiflu and Corey lactone synthesized in 60 and 152 minutes, respectively, using one-pot batch systems.
Tamiflu and ibuprofen prepared via flow chemistry with total residence times of 11.5 and 3 minutes.
Demonstrated significant time reductions in total synthesis through advanced methodologies.

Conclusions:

Modern synthetic strategies dramatically improve the speed of molecule production.
Flow chemistry and one-pot reactions offer substantial advantages for rapid total synthesis.
Time economy is a vital consideration for efficient and timely synthesis of valuable compounds.