(E)-2',4',6'-trimethoxystyryl-4-methoxy-3-aminobenzyl sulfide

Base Information

• Chemical Name: (E)-2',4',6'-trimethoxystyryl-4-methoxy-3-aminobenzyl sulfide
• CAS No.: 908344-08-1
• Molecular Formula: C₁₉H₂₃NO₄S
• Molecular Weight: 361.462
• Mol file: 908344-08-1.mol

Synonyms:(E)-2',4',6'-trimethoxystyryl-4-methoxy-3-aminobenzyl sulfide

Chemical Property of (E)-2',4',6'-trimethoxystyryl-4-methoxy-3-aminobenzyl sulfide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2',4',6'-trimethoxystyryl-4-methoxy-3-aminobenzyl sulfide

There total 9 articles about (E)-2',4',6'-trimethoxystyryl-4-methoxy-3-aminobenzyl sulfide 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: 94.0%

(E)-2',4',6'-trimethoxystyryl-4-methoxy-3-nitrobenzyl sulfide (1330633-86-7) → (E)-2',4',6'-trimethoxystyryl-4-methoxy-3-aminobenzyl sulfide (908344-08-1)

Guidance literature:

With iron; acetic acid; In methanol; at 60 - 80 ℃; for 3h;

DOI:10.1039/c3ob27220f

Reference yield:

3-nitro-4-methoxybenzyl mercaptan (908344-21-8) → (E)-2',4',6'-trimethoxystyryl-4-methoxy-3-aminobenzyl sulfide (908344-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethyl borane / hexane; benzene / 2 h / 25 °C / Inert atmosphere

2: sodium dithionite / water; acetone / 1 h / 50 °C / Inert atmosphere

With sodium dithionite; triethyl borane; In hexane; water; acetone; benzene;

DOI:10.1021/jm200570p

Reference yield:

3-nitro-4-methoxybenzylisothiouronium salt → (E)-2',4',6'-trimethoxystyryl-4-methoxy-3-aminobenzyl sulfide (908344-08-1)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonia / hexane / Inert atmosphere

2: triethyl borane / hexane; benzene / 2 h / 25 °C / Inert atmosphere

3: sodium dithionite / water; acetone / 1 h / 50 °C / Inert atmosphere

With sodium dithionite; triethyl borane; ammonia; In hexane; water; acetone; benzene;

DOI:10.1021/jm200570p

upstream raw materials:

3-nitro-4-methoxybenzyl mercaptan

(E)-2',4',6'-trimethoxystyryl-4-methoxy-3-nitrobenzyl sulfide

2-(2’,2’-dibromovinyl)-1,3,5-trimethoxybenzene

4-methoxy-3-nitrotoluene

Downstream raw materials:

(E)-2-((2-methoxy-5-(((2,4,6-trimethoxystyryl)sulfonyl)methyl)phenyl)amino)acetic acid

(E)-2-methoxy-5-(((2,4,6-trimethoxystyryl)sulfonyl)methyl)aniline

(E)-methyl 2-(2-methoxy-5-((2',4',6'-trimethoxystyrylsulfonyl)-methyl)phenylamino)-2-(4''-methoxyphenyl)acetate

(E)-3-(2-methoxy-5-((2',4',6'-trimethoxystyrylsulfonyl)methyl)phenylamino)propanoic acid

Refernces

• 1、 Reddy, M. V. Ramana,Venkatapuram, Padmavathi,Mallireddigari, Muralidhar R.,Pallela, Venkat R.,Cosenza, Stephen C.,Robell, Kimberly A.,Akula, Balaiah,Hoffman, Benjamin S.,Reddy, E. Premkumar. "Discovery of a clinical stage multi-kinase inhibitor sodium (E)-2-{2-methoxy-5-[(2′,4′,6′-trimethoxystyrylsulfonyl)methyl] phenylamino}acetate (ON 01910.Na): Synthesis, structure-activity relationship, and biological activity". . p. 6254 - 6276. Retrieved 2011/11/01.