3-Ethoxy-4-Methoxy-alpha-[(Methylsulfonyl)Methyl]-benzeneMethanaMine

Base Information

• Chemical Name: 3-Ethoxy-4-Methoxy-alpha-[(Methylsulfonyl)Methyl]-benzeneMethanaMine
• CAS No.: 253168-94-4
• Molecular Formula: C12H19 NO4S
• Molecular Weight: 273.353
• Hs Code.: 2922299090
• European Community (EC) Number: 807-312-3
• Mol file: 253168-94-4.mol

Synonyms:2-(3-ethoxy-4-methoxyphenyl-1-methylsulphonyl)-eth-2-ylamine; 1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethylamine; 1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethylamine; 1-(3-Ethoxy-4-methoxyphenyl)-2-methylsulfonylethylamine; 1-(3-Ethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethylamine; 2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulphonyl)-eth-2-ylamine; Apremilast Intermediate I; 3-Ethoxy-4-methoxy-alpha-[(methylsulfonyl)methyl]-benzenemethanamine; Benzenemethanamine, 3-ethoxy-4-methoxy-a-[(methylsulfonyl)methyl]-; 2-(3-ethoxy-4-methoxyphenyl)-1-(methanesulfonyl)-eth-2-ylamine; 1-(3-Ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanamine; ApreMilast interMediate; 查看更多英文别名 收起

Chemical Property of 3-Ethoxy-4-Methoxy-alpha-[(Methylsulfonyl)Methyl]-benzeneMethanaMine

Chemical Property:

• Melting Point: 120 °C
• Boiling Point: 469.6±45.0 °C(Predicted)
• PKA: 6.84±0.10(Predicted)
• PSA: 87.00000
• Density: 1.195±0.06 g/cm3(Predicted)
• LogP: 2.91940
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly, Heated, Sonicated), DMSO (Slightly, Heated), Methanol (Sli
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 273.10347926
• Heavy Atom Count: 18
• Complexity: 339

Purity/Quality:

>98% ^*data from raw suppliers

1-(3-Ethoxy-4-methoxy-phenyl)-2-methanesulfonylethylamine(~10%inorganics) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=CC(=C1)C(CS(=O)(=O)C)N)OC
• Uses: 1-(3-Ethoxy-4-methoxy-phenyl)-2-methanesulfonylethylamine is used in the enantioselective synthesis of Apremilast (A729700) aminosulfone using catalytic asymetric hydrogenation. Apremilast EP Impurity H

Technology Process of 3-Ethoxy-4-Methoxy-alpha-[(Methylsulfonyl)Methyl]-benzeneMethanaMine

There total 28 articles about 3-Ethoxy-4-Methoxy-alpha-[(Methylsulfonyl)Methyl]-benzeneMethanaMine 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: 95.0%

tert-butyl N-[1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]carbamate → 2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)eth-2-ylamine (253168-94-4)

Guidance literature:

With isopropanol hydrochloride; In acetonitrile; at 25 - 30 ℃; for 12h;

Reference yield: 91.5%

dimethylsulfone (67-71-0) + 3-ethoxy-4-methoxybenzaldehyde (1131-52-8) → 2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)eth-2-ylamine (253168-94-4)

Guidance literature:

dimethylsulfone; With n-butyllithium; In tetrahydrofuran; hexane; at -20 - 0 ℃; for 1h;

3-ethoxy-4-methoxybenzaldehyde; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -40 - -30 ℃; for 1h;

With boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; at -30 - 0 ℃; Temperature;

Reference yield: 91.0%

C12H19NO5S → 2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)eth-2-ylamine (253168-94-4)

Guidance literature:

With acetic acid; zinc;

DOI:10.1002/cctc.201901473

upstream raw materials:

dimethylsulfone

3-ethoxy-4-methoxybenzaldehyde

3-ethoxy-4-methoxybenzenecarbonitrile

isovanillin

Downstream raw materials:

rac-Apremilast

(R)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethylamine

(S)-2-[1 (3-ethoxy-4-methoxyphenyl)]-1-methanesulfonyl-2-ethylamine

C₂₁H₂₃NO₆S

Refernces

• 1、 -. "Synthetic method of apremilast intermediate". Paragraph 0018; 0035-0036. . Retrieved 2021/04/26.
• 2、 -. "Method for preparing intermediate of Apremilast". Paragraph 0032-0035. . Retrieved 2019/03/26.