(3-(S-((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)piperazin-1-yl)(phenyl)methanone

Base Information

• Chemical Name: (3-(S-((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)piperazin-1-yl)(phenyl)methanone
• CAS No.: 1380336-30-0
• Molecular Formula: C₂₅H₃₅N₅O
• Molecular Weight: 421.586
• Mol file: 1380336-30-0.mol

Synonyms:(3-(S-((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)piperazin-1-yl)(phenyl)methanone

Chemical Property of (3-(S-((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)piperazin-1-yl)(phenyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-(S-((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)piperazin-1-yl)(phenyl)methanone

There total 7 articles about (3-(S-((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)piperazin-1-yl)(phenyl)methanone 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: 65.0%

tert-butyl 4-benzoyl-2-(S-((4-((tert-butoxycarbonyl)amino)butyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)piperazine-1-carboxylate → (3-(S-((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)piperazin-1-yl)(phenyl)methanone (1380336-30-0)

Guidance literature:

With water; trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmcl.2015.04.036

Reference yield:

C23H38N2O4Si → (3-(S-((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)piperazin-1-yl)(phenyl)methanone (1380336-30-0)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrabutyl ammonium fluoride; water / tetrahydrofuran / 3 h / 20 °C

2: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 3 h / -78 - 0 °C / Inert atmosphere

3: diisobutylaluminium hydride; sodium tris(acetoxy)borohydride / dichloromethane / 48 h / -78 - 20 °C

4: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 20 °C

5: water; trifluoroacetic acid / dichloromethane / 20 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; water; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 2: |Swern Oxidation;

DOI:10.1016/j.bmcl.2015.04.036

Reference yield:

tert-butyl 4-benzoyl-2-(hydroxymethyl)piperazine-1-carboxylate → (3-(S-((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)piperazin-1-yl)(phenyl)methanone (1380336-30-0)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 3 h / -78 - 0 °C / Inert atmosphere

2: diisobutylaluminium hydride; sodium tris(acetoxy)borohydride / dichloromethane / 48 h / -78 - 20 °C

3: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 20 °C

4: water; trifluoroacetic acid / dichloromethane / 20 °C

With oxalyl dichloride; water; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In dichloromethane; 1: |Swern Oxidation;

DOI:10.1016/j.bmcl.2015.04.036

upstream raw materials:

1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid