(-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide

Base Information

• Chemical Name: (-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide
• CAS No.: 321835-85-2
• Molecular Formula: C₃₀H₄₀N₄O₆S₂
• Molecular Weight: 616.803
• Mol file: 321835-85-2.mol

Synonyms:(-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide

Chemical Property of (-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide

There total 8 articles about (-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide 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: 90.0%

p-toluenesulfonyl chloride (98-59-9) + (-)-(S)-N-(3-aminopropyl)-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)-(4-methoxyphenyl)propanamide (444119-35-1) → (-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide (321835-85-2)

Guidance literature:

With triethylamine; In chloroform; at 0 ℃; for 0.5h;

DOI:10.1002/1522-2675(200204)85:4<979::AID-HLCA979>3.0.CO;2-F

Reference yield:

4-methyl-N-{3-[(methylsulfonyl)oxy]propyl}benzenesulfonamide (444119-31-7) → (-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide (321835-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / Et₃N / acetonitrile / 4 h / Heating

2: 90 percent / Cu(Ac)2 / 24 h / 20 °C

3: 90 percent / Et₃N / CHCl₃ / 0.5 h / 0 °C

With triethylamine; copper diacetate; In chloroform; acetonitrile;

DOI:10.1002/1522-2675(200204)85:4<979::AID-HLCA979>3.0.CO;2-F

Reference yield:

3-amino-3-(4-methoxyphenyl)propionic acid methyl ester (131791-82-7,227319-36-0) → (-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide (321835-85-2)

Guidance literature:

Multi-step reaction with 4 steps

1: resolution of racemate

2: 82 percent / Et₃N / acetonitrile / 4 h / Heating

3: 90 percent / Cu(Ac)2 / 24 h / 20 °C

4: 90 percent / Et₃N / CHCl₃ / 0.5 h / 0 °C

With triethylamine; copper diacetate; In chloroform; acetonitrile;

DOI:10.1002/1522-2675(200204)85:4<979::AID-HLCA979>3.0.CO;2-F

upstream raw materials:

p-toluenesulfonyl chloride

(-)-(S)-N-(3-aminopropyl)-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)-(4-methoxyphenyl)propanamide

3-amino-3-(4-methoxyphenyl)propionic acid methyl ester

3-[N-(4-methylphenylsulfonyl)amino]propan-1-ol

Downstream raw materials:

(-)-(8S)-8-(4-methoxyphenyl)-1,13-(4-tolylsulfonyl)[14,14,15,15,16,16,17,17-2H₈]-1,5,9,13-tetraazacycloheptadecan-6-one

(-)-(S)-8-(4-methoxyphenyl)-1,13-bis[(4-methylphenyl)sulfonyl]-1,5,9,13-tetraazacycloheptadecan-6-one

(-)-(S)-8-(4-methoxyphenyl)-1,5,9,13-tetraazacycloheptadecan-6-one

(11S,17S,18S)-aphelandrine