3-Methyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]-2-butanone

Base Information

• Chemical Name: 3-Methyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]-2-butanone
• CAS No.: 60283-66-1
• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.251
• Mol file: 60283-66-1.mol

Synonyms:3-hydroxy-3-methyl-2-butanone tetrahydropyranyl ether

Chemical Property of 3-Methyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]-2-butanone

Chemical Property:

• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Tetrahydrofuran

Purity/Quality:

3-Methyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]-2-butanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 3-Methyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]-2-butanone is a reactant used in the preparation of 24,25-Dihydroxyvitamin D2 (D455085.

Technology Process of 3-Methyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]-2-butanone

There total 1 articles about 3-Methyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]-2-butanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-hydroxypropan-2-one tetrahydropyran ether (53343-13-8) + methyl iodide (74-88-4) → 2-(tetrahydro-pyran-2-yloxy)-pentan-3-one + 2-tetrahydropyranyloxybutan-3-one (55756-84-8) + 3-hydroxy-3-methyl-2-butanone tetrahydropyranyl ether (60283-66-1) + ethyl acetate (141-78-6)

Guidance literature:

1-hydroxypropan-2-one tetrahydropyran ether; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 17h;

DOI:10.1021/jo0618573

Reference yield: 39.0%

3-hydroxy-3-methyl-2-butanone tetrahydropyranyl ether (60283-66-1) + 3-acetoxy-2'-phenyl-[1,2,4]triazolo[1',2':6,7](6,7-diaza-5,8-etheno-23,24-dinor-cholane)-21,3',5'-trione (28421-57-0) → 3β-acetoxy-22,25-dihydroxy-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidino)cholesta-6-en-24-one (107717-75-9,107796-10-1)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 3h;

DOI:10.1248/cpb.35.970

Reference yield:

3-hydroxy-3-methyl-2-butanone tetrahydropyranyl ether (60283-66-1) → (24R)-24,25-dihydroxyvitamin D2 (58050-55-8,71135-11-0,71183-99-8,104974-17-6)

Guidance literature:

Multi-step reaction with 5 steps

2: 60 percent

3: 70 percent / lithium aluminium hydride / tetrahydrofuran

5: 1.) irradiation, 2.) reflux, 2 h

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1248/cpb.32.3744

upstream raw materials:

1-hydroxypropan-2-one tetrahydropyran ether

methyl iodide

Downstream raw materials:

3β-acetoxy-22,25-dihydroxy-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidino)cholesta-6-en-24-one

(22E)-3β-acetoxy-25-hydroxy-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidino)cholesta-6,22-dien-24-one

(24S)-24,25-dihydroxyvitamin D₂

(24R)-24,25-dihydroxyvitamin D₂