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

Base Information

• Chemical Name: 5-tert-butyl-4-({6-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]-2-(1-methylethyl)-4-oxo-3,4-dihydro-2H-pyran-5-yl}sulfanyl)-2-methylphenyl dimethylsulfamate
• CAS No.: 249728-17-4
• Molecular Formula: C₂₉H₃₉NO₇S₂
• Molecular Weight: 577.763
• Mol file: 249728-17-4.mol

Synonyms:Sulfamicacid, dimethyl-,4-[[5,6-dihydro-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-6-(1-methylethyl)-2-oxo-2H-pyran-3-yl]thio]-5-(1,1-dimethylethyl)-2-methylphenylester (9CI)

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

Chemical Property:

• Vapor Pressure: 3.45E-18mmHg at 25°C
• Boiling Point: 657.6°C at 760 mmHg
• Flash Point: 351.5°C
• Density: 1.3g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 8 articles about 5-tert-butyl-4-({6-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]-2-(1-methylethyl)-4-oxo-3,4-dihydro-2H-pyran-5-yl}sulfanyl)-2-methylphenyl dimethylsulfamate 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: 86.0%

4-hydroxy-6-[2-(4-hydroxy-phenyl)ethyl]-6-isopropyl-5,6-dihydro-pyran-2-one (207736-87-6) + toluene-4-thiosulfonic acid S-(2-tert-butyl-4-dimethylsulfamoyloxy-5-methyl-phenyl) ester (207737-20-0) → dimethyl-sulfamic acid 5-tert-butyl-4-{4-hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-6-isopropyl-2-oxo-5,6-dihydro-2H-pyran-3-ylsulfanyl}-2-methyl-phenyl ester (249728-17-4)

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) → dimethyl-sulfamic acid 5-tert-butyl-4-{4-hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-6-isopropyl-2-oxo-5,6-dihydro-2H-pyran-3-ylsulfanyl}-2-methyl-phenyl ester (249728-17-4)

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: 49 percent / Cs₂CO₃ / acetonitrile / Heating

5: 100 percent / dithiothreitol; 0.02M KH₂PO₄ / ethanol / Heating

6: 68 percent / Et₃N / CCl₄ / 20 °C

7: 86 percent / K₂CO₃ / dimethylformamide / 20 °C

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

DOI:10.1021/jm990281p

Reference yield:

5-(tert-butyl)-2-methylphenol (5781-02-2) → dimethyl-sulfamic acid 5-tert-butyl-4-{4-hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-6-isopropyl-2-oxo-5,6-dihydro-2H-pyran-3-ylsulfanyl}-2-methyl-phenyl ester (249728-17-4)

Guidance literature:

Multi-step reaction with 5 steps

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

2: 49 percent / Cs₂CO₃ / acetonitrile / Heating

3: 100 percent / dithiothreitol; 0.02M KH₂PO₄ / ethanol / Heating

4: 68 percent / Et₃N / CCl₄ / 20 °C

5: 86 percent / K₂CO₃ / dimethylformamide / 20 °C

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

DOI:10.1021/jm990281p

upstream raw materials:

4-hydroxy-6-[2-(4-hydroxy-phenyl)ethyl]-6-isopropyl-5,6-dihydro-pyran-2-one

toluene-4-thiosulfonic acid S-(2-tert-butyl-4-dimethylsulfamoyloxy-5-methyl-phenyl) ester

5-(tert-butyl)-2-methylphenol

4-tert-butyl-2-nitrotoluene