60283-66-1

Usage

Uses

Used in Pharmaceutical Industry:
3-Methyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]-2-butanone is used as a reactant for the preparation of 24,25-Dihydroxyvitamin D2 (D455085). This application is due to its ability to serve as a key intermediate in the synthesis of the vitamin, which has potential therapeutic uses in various health-related conditions.
As a colorless liquid, 3-Methyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]-2-butanone may also have potential applications in other industries, such as the chemical or materials science fields, where its unique properties could be utilized for specific purposes. However, based on the provided materials, the primary known use is in the pharmaceutical industry for the synthesis of a specific vitamin derivative.

Upstream product

• 53343-13-8 1-hydroxypropan-2-one tetrahydropyran ether 
• 74-88-4 methyl iodide 

Downstream Products

• 107717-75-9 3β-acetoxy-22,25-dihydroxy-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidino)cholesta-6-en-24-one 
• 60283-67-2 (22E)-3β-acetoxy-25-hydroxy-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidino)cholesta-6,22-dien-24-one 
• 58050-55-8 (24S)-24,25-dihydroxyvitamin D₂ 
• 58050-55-8 (24R)-24,25-dihydroxyvitamin D₂ 
• 95511-43-6 (22E)-3β,24,25-trihydroxy-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidino)ergosta-6,22-diene 
• 112670-95-8 (22E)-25-hydroxy-24-oxo-22-dehydrovitamin D₃ 
• 107717-72-6 22,24,25-trihydroxyvitamin D₃ 
• 112670-96-9 3β,24,25-trihydroxy-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidino)cholesta-6,22-diene 
• 112695-56-4 (24S)-3β-acetoxy-24-benzoyloxy-25-hydroxy-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidino)cholesta-6,22-diene 
• 112695-56-4 (24R)-3β-acetoxy-24-benzoyloxy-25-hydroxy-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidino)cholesta-6,22-diene 
• 112670-94-7 (22E,24S)-24,25-dihydroxy-22-dehydrovitamin D₃ 
• 112670-94-7 (22E,24R)-24,25-dihydroxy-22-dehydrovitamin D₃ 

Relevant academic research and scientific papers

Two-directional elaboration of hydroxyacetone under thermodynamically controlled conditions: Allylation or 2-propynylation and aldol reaction

Enolate generated from O-(tetrahydropyran-2-yl)hydroxyacetone under thermodynamically controlled conditions (1.3 equiv of NaH, THF, 0 °C to rt) was allylated at the carbon bearing the protected hydroxy group with very high regioselectively. When tert-BuOH, equivalent to the excessive portion of initially added NaH, was introduced into the mixture followed by addition of aldehyde, aldol reaction took place on the methyl group to give 1-substituted 4-hydroxy-(1E),6-heptadien-3-one in acceptable yields after acidic treatment of the mixture for dehydration and deprotection. Introducing a chiral auxiliary protecting group into hydroxyacetone led to asymmetric allylation though stereoselectivity was around 50% ee. Thus, the hidden aspect of the chemoselective nature of protected hydroxy acetone-derived enolate generated under thermodynamically controlled conditions has opened a new avenue for two-directional elaboration of hydroxyacetone that should be potentially useful in organic synthesis.