phenyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate

Base Information

• Chemical Name: phenyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate
• CAS No.: 1452161-96-4
• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.251
• Mol file: 1452161-96-4.mol

Synonyms:phenyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate

Chemical Property of phenyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate

There total 6 articles about phenyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate 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: 54.0%

2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetic acid (1452161-95-3) + phenol (108-95-2,27073-41-2) → phenyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate (1452161-96-4)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; acetonitrile; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.ejmech.2014.11.040

Reference yield:

mevalonolactone (674-26-0,503-48-0) → phenyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate (1452161-96-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: water; potassium hydroxide / 1 h / 20 - 40 °C

1.2: 4 h / 20 - 50 °C / pH 7 - 8

2.1: pyridine / dichloromethane / 0.5 h / 0 °C

3.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 0.5 h / 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane; acetonitrile / 1 h / 0 - 20 °C

With pyridine; dmap; palladium 10% on activated carbon; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In dichloromethane; ethyl acetate; acetonitrile;

Reference yield:

benzyl 3,5-dihydroxy-3-methylpentanoate (1452161-92-0) → phenyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate (1452161-96-4)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 0.5 h / 0 °C

2: hydrogen; palladium 10% on activated carbon / ethyl acetate / 0.5 h / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane; acetonitrile / 1 h / 0 - 20 °C

With pyridine; dmap; palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; ethyl acetate; acetonitrile;

upstream raw materials:

benzyl 5-((tert-butyldimethylsilyl)oxy)-3-hydroxy-3-methylpentanoate

2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetic acid

phenol

mevalonolactone

Refernces

• 1、 Kang, Soosung,Watanabe, Mizuki,Jacobs,Yamaguchi, Masaya,Dahesh, Samira,Nizet, Victor,Leyh, Thomas S.,Silverman, Richard B.. "Synthesis of mevalonate-and fluorinated mevalonate prodrugs and their in vitro human plasma stability". . p. 448 - 461. Retrieved 2016/10/19.