The Production Process of 2-((2S,3S,4R,5R)-5-((S)-2,3-Bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)acetaldehyde

The Production Process of 2-((2S,3S,4R,5R)-5-((S)-2,3-Bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)acetaldehyde: A Comprehensive Overview

2-((2S,3S,4R,5R)-5-((S)-2,3-Bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)acetaldehyde, also known as PCE-100, is an organic compound that is commonly used as an antioxidant and a stabilizer in various industrial applications.
The compound has attracted significant attention in recent years due to its versatile properties and potential applications.
In this article, we will provide a comprehensive overview of the production process of 2-((2S,3S,4R,5R)-5-((S)-2,3-Bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)acetaldehyde, including the various steps involved in the production process and the challenges associated with each step.

Step 1: Preparation of the Double-Silyl Tetrahydrofuran
The first step in the production process of 2-((2S,3S,4R,5R)-5-((S)-2,3-Bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)acetaldehyde involves the preparation of the double-silyl tetrahydrofuran.
This involves the reaction of diphenyl disilyl diazodicarboxylate with tetrahydrofuran in the presence of a Lewis acid catalyst such as zinc chloride.
The reaction produces the double-silyl tetrahydrofuran, which is then treated with sodium hydride to convert the diazodicarboxylate group to a vicinal diol.

Step 2: Protection of the Hydroxy Group
The next step in the production process of 2-((2S,3S,4R,5R)-5-((S)-2,3-Bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)acetaldehyde involves the protection of the hydroxy group.
This involves the treatment of the double-silyl tetrahydrofuran with tert-butyldimethylsilyl chloride in the presence of a Lewis acid catalyst such as zinc chloride.
The reaction produces the protected double-silyl tetrahydrofuran, which is then treated with sodium hydride to convert the chloride group to a hydroxyl group.

Step 3: Condensation Reaction
The next step in the production process of 2-((2S,3S,4R,5R)-5-((S)-2,3-Bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)acetaldehyde involves the condensation reaction.
This involves the reaction of the protected double-silyl tetrahydrofuran with N-hydroxy-4-methoxy-3-(phenylsulfonyl)propyl acetaldehyde in the presence of a condensation catalyst such as dicyclohexylcarbodiimide.
The reaction produces the double-silyl tetrahydrofuran-2-yl)acetaldehyde, which is then treated with tetrabutylammonium fluoride to remove