5-((tert-butoxycarbonyl)(3,5-dimethyladamantan-1-yl)amino)pentyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: 5-((tert-butoxycarbonyl)(3,5-dimethyladamantan-1-yl)amino)pentyl 4-methylbenzenesulfonate
• CAS No.: 1402933-85-0
• Molecular Formula: C₂₉H₄₅NO₅S
• Molecular Weight: 519.746
• Mol file: 1402933-85-0.mol

Synonyms:5-((tert-butoxycarbonyl)(3,5-dimethyladamantan-1-yl)amino)pentyl 4-methylbenzenesulfonate

Chemical Property of 5-((tert-butoxycarbonyl)(3,5-dimethyladamantan-1-yl)amino)pentyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((tert-butoxycarbonyl)(3,5-dimethyladamantan-1-yl)amino)pentyl 4-methylbenzenesulfonate

There total 3 articles about 5-((tert-butoxycarbonyl)(3,5-dimethyladamantan-1-yl)amino)pentyl 4-methylbenzenesulfonate 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: 98.0%

tert-butyl (3,5-dimethyladamantan-1-yl)(5-hydroxypentyl)carbamate (1402933-76-9) + p-toluenesulfonyl chloride (98-59-9) → 5-((tert-butoxycarbonyl)(3,5-dimethyladamantan-1-yl)amino)pentyl 4-methylbenzenesulfonate (1402933-85-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 3.5h; Inert atmosphere;

DOI:10.1021/jm3009458

Reference yield:

5-((3,5-dimethyladamantan-1-yl)amino)pentan-1-ol (1402933-68-9) → 5-((tert-butoxycarbonyl)(3,5-dimethyladamantan-1-yl)amino)pentyl 4-methylbenzenesulfonate (1402933-85-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate / water; tetrahydrofuran / 20 °C

2: triethylamine; dmap / dichloromethane / 3.5 h / 0 - 20 °C / Inert atmosphere

With dmap; sodium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jm3009458

Reference yield:

memantine hydrochloride (41100-52-1) → 5-((tert-butoxycarbonyl)(3,5-dimethyladamantan-1-yl)amino)pentyl 4-methylbenzenesulfonate (1402933-85-0)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid; zinc / 1,4-dioxane; water / 2 h / 30 °C

2: potassium carbonate / N,N-dimethyl-formamide / 48 h / 80 °C

3: sodium carbonate / water; tetrahydrofuran / 20 °C

4: triethylamine; dmap / dichloromethane / 3.5 h / 0 - 20 °C / Inert atmosphere

With dmap; sodium carbonate; potassium carbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm3009458

upstream raw materials:

tert-butyl (3,5-dimethyladamantan-1-yl)(5-hydroxypentyl)carbamate

p-toluenesulfonyl chloride

5-((3,5-dimethyladamantan-1-yl)amino)pentan-1-ol

memantine hydrochloride