Sulfamic acid,N,N-dimethyl-,4-[[6-[2-(4-aminophenyl)ethyl]-5,6-dihydro-4-hydroxy-6-(1-methylethyl)-2-oxo-2H-pyran-3-yl]thio]-5-(1,1-dimethylethyl)-2-methylphenylester, hydrochloride (1:1)

Base Information

• Chemical Name: Sulfamic acid,N,N-dimethyl-,4-[[6-[2-(4-aminophenyl)ethyl]-5,6-dihydro-4-hydroxy-6-(1-methylethyl)-2-oxo-2H-pyran-3-yl]thio]-5-(1,1-dimethylethyl)-2-methylphenylester, hydrochloride (1:1)
• CAS No.: 263843-05-6
• Molecular Formula: C₂₉H₄₀N₂O₆S₂*ClH
• Molecular Weight: 613.239
• Mol file: 263843-05-6.mol

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

Chemical Property of Sulfamic acid,N,N-dimethyl-,4-[[6-[2-(4-aminophenyl)ethyl]-5,6-dihydro-4-hydroxy-6-(1-methylethyl)-2-oxo-2H-pyran-3-yl]thio]-5-(1,1-dimethylethyl)-2-methylphenylester, hydrochloride (1:1)

Chemical Property:

• Boiling Point: 658.8°Cat760mmHg
• Flash Point: 352.2°C
• Density: 1.28g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Sulfamic acid,N,N-dimethyl-,4-[[6-[2-(4-aminophenyl)ethyl]-5,6-dihydro-4-hydroxy-6-(1-methylethyl)-2-oxo-2H-pyran-3-yl]thio]-5-(1,1-dimethylethyl)-2-methylphenylester, hydrochloride (1:1)

There total 8 articles about Sulfamic acid,N,N-dimethyl-,4-[[6-[2-(4-aminophenyl)ethyl]-5,6-dihydro-4-hydroxy-6-(1-methylethyl)-2-oxo-2H-pyran-3-yl]thio]-5-(1,1-dimethylethyl)-2-methylphenylester, hydrochloride (1:1) 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: 52.0%

(4-{2-[5-(2-tert-butyl-4-dimethylsulfamoyloxy-5-methyl-phenylsulfanyl)-4-hydroxy-2-isopropyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-ethyl}-phenyl)-carbamic acid tert-butyl ester → dimethylsulfamic acid 4-{6-[2-(4-aminophenyl)ethyl]-4-hydroxy-6-isopropyl-2-oxo-5,6-dihydro-2H-pyran-3-ylsulfanyl}-5-tert-butyl-2-methylphenyl ester hydrochloride (263843-05-6)

Guidance literature:

With hydrogenchloride; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jm990281p

Reference yield:

4-tert-butyl-2-nitrotoluene (62559-08-4) → dimethylsulfamic acid 4-{6-[2-(4-aminophenyl)ethyl]-4-hydroxy-6-isopropyl-2-oxo-5,6-dihydro-2H-pyran-3-ylsulfanyl}-5-tert-butyl-2-methylphenyl ester hydrochloride (263843-05-6)

Guidance literature:

Multi-step reaction with 8 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: K₂CO₃ / dimethylformamide

8: 52 percent / HCl / CH₂Cl₂ / 2 h / 0 °C

With hydrogenchloride; potassium dihydrogenphosphate; hydrogen; bromine; potassium carbonate; caesium carbonate; triethylamine; sodium bromide; sodium nitrite; diothiothreitol; nickel; In methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Reduction / 2: Diazotization / 3: Substitution / 4: Sulfonylation / 5: Hydrolysis / 6: Sulfonylation / 7: Substitution / 8: Elimination;

DOI:10.1021/jm990281p

Reference yield:

5-(tert-butyl)-2-methylphenol (5781-02-2) → dimethylsulfamic acid 4-{6-[2-(4-aminophenyl)ethyl]-4-hydroxy-6-isopropyl-2-oxo-5,6-dihydro-2H-pyran-3-ylsulfanyl}-5-tert-butyl-2-methylphenyl ester hydrochloride (263843-05-6)

Guidance literature:

Multi-step reaction with 6 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: K₂CO₃ / dimethylformamide

6: 52 percent / HCl / CH₂Cl₂ / 2 h / 0 °C

With hydrogenchloride; potassium dihydrogenphosphate; bromine; potassium carbonate; caesium carbonate; triethylamine; sodium bromide; diothiothreitol; In methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Sulfonylation / 3: Hydrolysis / 4: Sulfonylation / 5: Substitution / 6: Elimination;

DOI:10.1021/jm990281p

upstream raw materials:

5-(tert-butyl)-2-methylphenol

4-tert-butyl-2-nitrotoluene

5-tert-butyl-2-methylaniline

5-tert-butyl-2-methyl-4-thiocyanatophenol

Refernces