5-[(2-tert-butyl-4-hydroxy-5-methylphenyl)sulfanyl]-6-hydroxy-2-(1-methylethyl)-2-(2-phenylethyl)-2,3-dihydro-4H-pyran-4-one

Base Information

• Chemical Name: 5-[(2-tert-butyl-4-hydroxy-5-methylphenyl)sulfanyl]-6-hydroxy-2-(1-methylethyl)-2-(2-phenylethyl)-2,3-dihydro-4H-pyran-4-one
• CAS No.: 260257-94-1
• Molecular Formula: C₂₇H₃₄O₄S
• Molecular Weight: 454.631
• Mol file: 260257-94-1.mol

Synonyms:

Chemical Property of 5-[(2-tert-butyl-4-hydroxy-5-methylphenyl)sulfanyl]-6-hydroxy-2-(1-methylethyl)-2-(2-phenylethyl)-2,3-dihydro-4H-pyran-4-one

Chemical Property:

• Vapor Pressure: 2.8E-13mmHg at 25°C
• Boiling Point: 557.8°Cat760mmHg
• Flash Point: 291.2°C
• Density: 1.19g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-[(2-tert-butyl-4-hydroxy-5-methylphenyl)sulfanyl]-6-hydroxy-2-(1-methylethyl)-2-(2-phenylethyl)-2,3-dihydro-4H-pyran-4-one

There total 7 articles about 5-[(2-tert-butyl-4-hydroxy-5-methylphenyl)sulfanyl]-6-hydroxy-2-(1-methylethyl)-2-(2-phenylethyl)-2,3-dihydro-4H-pyran-4-one 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: 70.0%

toluene-4-thiosulfonic acid S-(2-tert-butyl-4-hydroxy-5-methylphenyl) ester (207737-17-5) + 4-hydroxy-6-isopropyl-6-phenethyl-5,6-dihydro-pyran-2-one (249728-38-9) → 3-(2-tert-butyl-4-hydroxy-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-6-phenethyl-5,6-dihydro-pyran-2-one (260257-94-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/S0968-0896(99)00215-1 DOI:10.1021/jm990281p

Reference yield:

4-tert-butyl-2-nitrotoluene (62559-08-4) → 3-(2-tert-butyl-4-hydroxy-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-6-phenethyl-5,6-dihydro-pyran-2-one (260257-94-1)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / Raney Ni / methanol / 15 h / 35 °C / 2689.24 Torr

2: aq. NaNO₂; aq. 15percent H₂SO₄ / 0.5 h / 70 °C

3: Br₂; NaBr / methanol / 0.5 h / 5 - 40 °C

4: 79 percent / dithiothreitol; 0.02M KH₂PO₄ / ethanol / 4 h / Heating

5: 91 percent / pyridine / CCl₄

6: 70 percent / K₂CO₃ / dimethylformamide / 20 °C

With pyridine; potassium dihydrogenphosphate; hydrogen; bromine; potassium carbonate; sodium bromide; sodium nitrite; diothiothreitol; nickel; In methanol; tetrachloromethane; ethanol; N,N-dimethyl-formamide; 1: Reduction / 2: Diazotization / 3: Substitution / 4: Hydrolysis / 5: Tosylation / 6: Substitution;

DOI:10.1021/jm990281p

Reference yield:

4-methyl-1-phenylpentan-3-one (40463-09-0) → 3-(2-tert-butyl-4-hydroxy-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-6-phenethyl-5,6-dihydro-pyran-2-one (260257-94-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 70 percent / K₂CO₃ / dimethylformamide / 20 °C

With potassium carbonate; In N,N-dimethyl-formamide; 2: Substitution;

DOI:10.1021/jm990281p

upstream raw materials:

toluene-4-thiosulfonic acid S-(2-tert-butyl-4-hydroxy-5-methylphenyl) ester

4-hydroxy-6-isopropyl-6-phenethyl-5,6-dihydro-pyran-2-one

5-(tert-butyl)-2-methylphenol

4-methyl-1-phenylpentan-3-one