t-butyl-tetrahydro-2,6,6-trimethyl-2-(4-methylphenyl)-4-oxo-4H-pyran-3-carboxylate

Base Information

• Chemical Name: t-butyl-tetrahydro-2,6,6-trimethyl-2-(4-methylphenyl)-4-oxo-4H-pyran-3-carboxylate
• CAS No.: 104120-84-5
• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.44
• Mol file: 104120-84-5.mol

Synonyms:t-butyl-tetrahydro-2,6,6-trimethyl-2-(4-methylphenyl)-4-oxo-4H-pyran-3-carboxylate

Chemical Property of t-butyl-tetrahydro-2,6,6-trimethyl-2-(4-methylphenyl)-4-oxo-4H-pyran-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of t-butyl-tetrahydro-2,6,6-trimethyl-2-(4-methylphenyl)-4-oxo-4H-pyran-3-carboxylate

There total 3 articles about t-butyl-tetrahydro-2,6,6-trimethyl-2-(4-methylphenyl)-4-oxo-4H-pyran-3-carboxylate 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: 83.0%

t-bytil 3,4-dihydro-2,2,6-trimethyl-4-oxo-2H-pyran-5-carboxylate (104106-53-8) + p-tolyllithium (2417-95-0) → t-butyl-tetrahydro-2,6,6-trimethyl-2-(4-methylphenyl)-4-oxo-4H-pyran-3-carboxylate (104120-84-5)

Guidance literature:

With copper(l) iodide; In diethyl ether; at -50 deg C, 2h; at 0 deg C, 4h; at room temperature 14h;

DOI:10.1016/S0040-4039(00)94935-9

Reference yield:

tert-butyl acetoacetate (1694-31-1) → t-butyl-tetrahydro-2,6,6-trimethyl-2-(4-methylphenyl)-4-oxo-4H-pyran-3-carboxylate (104120-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.)NaH / 1.) THF, reflux for 2h, then cooled 2.) for 2h 0 deg C, then for 12h room temperature

2: 83 percent / CuI / diethyl ether / at -50 deg C, 2h; at 0 deg C, 4h; at room temperature 14h

With copper(l) iodide; sodium hydride; In diethyl ether;

DOI:10.1016/S0040-4039(00)94935-9

Reference yield:

3-bromo-1-chloro-3-methyl-2-butanone (104106-52-7) → t-butyl-tetrahydro-2,6,6-trimethyl-2-(4-methylphenyl)-4-oxo-4H-pyran-3-carboxylate (104120-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.)NaH / 1.) THF, reflux for 2h, then cooled 2.) for 2h 0 deg C, then for 12h room temperature

2: 83 percent / CuI / diethyl ether / at -50 deg C, 2h; at 0 deg C, 4h; at room temperature 14h

With copper(l) iodide; sodium hydride; In diethyl ether;

DOI:10.1016/S0040-4039(00)94935-9

upstream raw materials:

t-bytil 3,4-dihydro-2,2,6-trimethyl-4-oxo-2H-pyran-5-carboxylate

p-tolyllithium

tert-butyl acetoacetate

3-bromo-1-chloro-3-methyl-2-butanone

Downstream raw materials:

ar-atlantone

(+/-)-ar-turmerone