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 methanesulfonate

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 methanesulfonate
• CAS No.: 207736-50-3
• Molecular Formula: C28H36O7S2
• Molecular Weight: 548.7112
• Mol file: 207736-50-3.mol

Synonyms:

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 methanesulfonate

Chemical Property:

• Vapor Pressure: 4.64E-18mmHg at 25°C
• Boiling Point: 655.2°Cat760mmHg
• Flash Point: 350°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 methanesulfonate

There total 15 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 methanesulfonate 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: 81.0%

4-hydroxy-6-[2-(4-hydroxy-phenyl)ethyl]-6-isopropyl-5,6-dihydro-pyran-2-one (207736-87-6) + methanesulfonic acid 5-tert-butyl-2-methyl-4-(toluene-4-sulfonylsulfanyl)phenyl ester (263843-20-5) → methanesulfonic 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 (207736-50-3,263842-81-5)

Guidance literature:

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

DOI:10.1021/jm990281p

Reference yield: 45.0%

(S)-4-hydroxy-6-[2-(4-hydroxy-phenyl)ethyl]-6-isopropyl-5,6-dihydro-pyran-2-one (207737-38-0) + methanesulfonic acid 5-tert-butyl-2-methyl-4-(toluene-4-sulfonylsulfanyl)phenyl ester (263843-20-5) → (S)-methanesulfonic acid 5-tert-butyl-4-{4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-6-isopropyl-2-oxo-5,6-dihydro-2H-pyran-3-ylsulfanyl}-2-methylphenyl ester (207736-50-3,263842-81-5)

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) → methanesulfonic 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 (207736-50-3,263842-81-5)

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: 65 percent / Et₃N / CH₂Cl₂

7: 81 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

upstream raw materials:

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

methanesulfonic acid 5-tert-butyl-2-methyl-4-(toluene-4-sulfonylsulfanyl)phenyl ester

5-(tert-butyl)-2-methylphenol

4-tert-butyl-2-nitrotoluene

Refernces