APST-ZA

Base Information

• Chemical Name: APST-ZA
• CAS No.: 635705-72-5
• Molecular Formula: C20H22N2O6S
• Molecular Weight: 418.47
• Mol file: 635705-72-5.mol

Synonyms:APST-ZA

Chemical Property of APST-ZA

Chemical Property:

• Boiling Point: 673.6±55.0 °C(Predicted)
• PKA: -0.76±0.20(Predicted)
• PSA: 124.38000
• Density: 1.383±0.06 g/cm3(Predicted)
• LogP: 3.65790
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Des-acetylApremilast ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Des-acetyl Apremilast is the metabolite of Apremilast (A729700), which is an oral phosphodiesterase 4 inhibitor used in the treatment of psoriatic arthritis.

Technology Process of APST-ZA

There total 27 articles about APST-ZA 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: 92.5%

C20H20N2O8S → 4-amino-2-[(1S)-1-(3-ethoxy 4-methoxyphenyl)-2-methanesulfonylethyl]-2,3-dihydro-1H-isoindole-1,3-dione (635705-72-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 25 - 30 ℃; Large scale;

Reference yield: 85.0%

(3-ethoxy-4-methoxyphenyl)boronic acid (915201-13-7) + (E)-4-amino-2-(2-(methylsulfonyl)vinyl)isoindoline-1,3-dione → 4-amino-2-[(1S)-1-(3-ethoxy 4-methoxyphenyl)-2-methanesulfonylethyl]-2,3-dihydro-1H-isoindole-1,3-dione (635705-72-5)

Guidance literature:

With (1S,4S)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene; chlorobis(ethylene)rhodium(I) dimer; triethylamine; In methanol; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01513

Reference yield: 83.0%

(3-ethoxy-4-methoxyphenyl)boronic acid (915201-13-7) + C11H10N2O4S → 4-amino-2-[(1S)-1-(3-ethoxy 4-methoxyphenyl)-2-methanesulfonylethyl]-2,3-dihydro-1H-isoindole-1,3-dione (635705-72-5) + C22H30O6S

Guidance literature:

With chlorobis(ethylene)rhodium(I) dimer; triethylamine; (1R,4R)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene; In methanol; at 60 ℃; for 2h;

upstream raw materials:

2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)eth-2-ylamine

(S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanamine-(S)-2-acetamido-4-methylpentanoate

3-aminophthalic acid

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

Downstream raw materials:

Apremilast

Refernces

• 1、 -. "Methods for preparation of apremilast". Page/Page column 24-25. . Retrieved 2021/05/19.
• 2、 -. "PROCESS FOR PREPARATION OF APREMILAST". . . Retrieved 2017/03/14.