5-tert-butyl-4-{[6-hydroxy-2-(1-methylethyl)-4-oxo-2-(2-phenylethyl)-3,4-dihydro-2H-pyran-5-yl]sulfanyl}-2-methylphenyl pyridine-3-sulfonate

Base Information

• Chemical Name: 5-tert-butyl-4-{[6-hydroxy-2-(1-methylethyl)-4-oxo-2-(2-phenylethyl)-3,4-dihydro-2H-pyran-5-yl]sulfanyl}-2-methylphenyl pyridine-3-sulfonate
• CAS No.: 263842-98-4
• Molecular Formula: C₃₂H₃₇NO₆S₂
• Molecular Weight: 595.781
• Mol file: 263842-98-4.mol

Synonyms:

Chemical Property of 5-tert-butyl-4-{[6-hydroxy-2-(1-methylethyl)-4-oxo-2-(2-phenylethyl)-3,4-dihydro-2H-pyran-5-yl]sulfanyl}-2-methylphenyl pyridine-3-sulfonate

Chemical Property:

• Vapor Pressure: 9.67E-20mmHg at 25°C
• Boiling Point: 685.6°C at 760 mmHg
• Flash Point: 368.5°C
• Density: 1.29g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-tert-butyl-4-{[6-hydroxy-2-(1-methylethyl)-4-oxo-2-(2-phenylethyl)-3,4-dihydro-2H-pyran-5-yl]sulfanyl}-2-methylphenyl pyridine-3-sulfonate

There total 8 articles about 5-tert-butyl-4-{[6-hydroxy-2-(1-methylethyl)-4-oxo-2-(2-phenylethyl)-3,4-dihydro-2H-pyran-5-yl]sulfanyl}-2-methylphenyl pyridine-3-sulfonate 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: 55.0%

4-hydroxy-6-isopropyl-6-phenethyl-5,6-dihydro-pyran-2-one (249728-38-9) + pyridine-3-sulfonic acid 5-tert-butyl-2-methyl-4-(toluene-4-sulfonylsulfanyl)-phenyl ester (263843-26-1) → pyridine-3-sulfonic acid 5-tert-butyl-4-(4-hydroxy-6-isopropyl-2-oxo-6-phenethyl-5,6-dihydro-2H-pyran-3-ylsulfanyl)-2-methyl-phenyl ester (263842-98-4)

Guidance literature:

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

DOI:10.1021/jm990281p

Reference yield:

4-tert-butyl-2-nitrotoluene (62559-08-4) → pyridine-3-sulfonic acid 5-tert-butyl-4-(4-hydroxy-6-isopropyl-2-oxo-6-phenethyl-5,6-dihydro-2H-pyran-3-ylsulfanyl)-2-methyl-phenyl ester (263842-98-4)

Guidance literature:

Multi-step reaction with 7 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: 66 percent / Et₃N / CH₂Cl₂

7: 55 percent / K₂CO₃ / dimethylformamide / 20 °C

With pyridine; potassium dihydrogenphosphate; hydrogen; bromine; potassium carbonate; triethylamine; sodium bromide; sodium nitrite; diothiothreitol; nickel; In methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Reduction / 2: Diazotization / 3: Substitution / 4: Hydrolysis / 5: Tosylation / 6: Sulfonylation / 7: Substitution;

DOI:10.1021/jm990281p

Reference yield:

5-(tert-butyl)-2-methylphenol (5781-02-2) → pyridine-3-sulfonic acid 5-tert-butyl-4-(4-hydroxy-6-isopropyl-2-oxo-6-phenethyl-5,6-dihydro-2H-pyran-3-ylsulfanyl)-2-methyl-phenyl ester (263842-98-4)

Guidance literature:

Multi-step reaction with 5 steps

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

2: 79 percent / dithiothreitol; 0.02M KH₂PO₄ / ethanol / 4 h / Heating

3: 91 percent / pyridine / CCl₄

4: 66 percent / Et₃N / CH₂Cl₂

5: 55 percent / K₂CO₃ / dimethylformamide / 20 °C

With pyridine; potassium dihydrogenphosphate; bromine; potassium carbonate; triethylamine; sodium bromide; diothiothreitol; In methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Hydrolysis / 3: Tosylation / 4: Sulfonylation / 5: Substitution;

DOI:10.1021/jm990281p

upstream raw materials:

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

pyridine-3-sulfonic acid 5-tert-butyl-2-methyl-4-(toluene-4-sulfonylsulfanyl)-phenyl ester

5-(tert-butyl)-2-methylphenol

4-methyl-1-phenylpentan-3-one

Refernces