9-cyclohexylmethyl-1-(naphthalene-2-sulfonyl)-3-methylene-5-(p-toluenesulfonyl)-1,5,9-triazacyclododecane

Base Information

• Chemical Name: 9-cyclohexylmethyl-1-(naphthalene-2-sulfonyl)-3-methylene-5-(p-toluenesulfonyl)-1,5,9-triazacyclododecane
• CAS No.: 1322645-35-1
• Molecular Formula: C₃₄H₄₅N₃O₄S₂
• Molecular Weight: 623.881
• Mol file: 1322645-35-1.mol

Synonyms:

Chemical Property of 9-cyclohexylmethyl-1-(naphthalene-2-sulfonyl)-3-methylene-5-(p-toluenesulfonyl)-1,5,9-triazacyclododecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-cyclohexylmethyl-1-(naphthalene-2-sulfonyl)-3-methylene-5-(p-toluenesulfonyl)-1,5,9-triazacyclododecane

There total 9 articles about 9-cyclohexylmethyl-1-(naphthalene-2-sulfonyl)-3-methylene-5-(p-toluenesulfonyl)-1,5,9-triazacyclododecane 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: 37.0%

2-methylene-1,3-propane-[bis-(tert-butyl)carbonate] (620161-75-3) + N-(naphthalene-2-sulfonyl)-N'-(p-toluenesulfonyl)bis(3-aminopropyl)cyclohexylmethylamine (1322645-15-7) → 9-cyclohexylmethyl-1-(naphthalene-2-sulfonyl)-3-methylene-5-(p-toluenesulfonyl)-1,5,9-triazacyclododecane (1322645-35-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,4-di(diphenylphosphino)-butane; In acetonitrile; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/jm2002603

Reference yield:

C17H26N2O2S → 9-cyclohexylmethyl-1-(naphthalene-2-sulfonyl)-3-methylene-5-(p-toluenesulfonyl)-1,5,9-triazacyclododecane (1322645-35-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium tetrahydroborate / ethanol / 12 h / 20 °C / Inert atmosphere

2.1: sodium carbonate / acetonitrile / 48 h / Inert atmosphere; Reflux

3.1: hydrazine hydrate / ethanol / 3 h / Inert atmosphere; Reflux

3.2: 1.5 h / Inert atmosphere

4.1: sodium carbonate; sodium chloride / dichloromethane; water / 24 h / 20 °C / Inert atmosphere

4.2: 4 h / 20 °C / Inert atmosphere

5.1: sodium chloride; sodium hydroxide / dichloromethane; water / 4 h / 20 °C / Inert atmosphere

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,4-di(diphenylphosphino)-butane / acetonitrile / 24 h / Inert atmosphere; Reflux

With sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate; hydrazine hydrate; 1,4-di(diphenylphosphino)-butane; sodium chloride; sodium hydroxide; In ethanol; dichloromethane; water; acetonitrile;

DOI:10.1021/jm2002603

Reference yield:

N-(p-toluenesulfonamidopropyl)cyclohexylmethylamine (1322644-99-4) → 9-cyclohexylmethyl-1-(naphthalene-2-sulfonyl)-3-methylene-5-(p-toluenesulfonyl)-1,5,9-triazacyclododecane (1322645-35-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium carbonate / acetonitrile / 48 h / Inert atmosphere; Reflux

2.1: hydrazine hydrate / ethanol / 3 h / Inert atmosphere; Reflux

2.2: 1.5 h / Inert atmosphere

3.1: sodium carbonate; sodium chloride / dichloromethane; water / 24 h / 20 °C / Inert atmosphere

3.2: 4 h / 20 °C / Inert atmosphere

4.1: sodium chloride; sodium hydroxide / dichloromethane; water / 4 h / 20 °C / Inert atmosphere

5.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,4-di(diphenylphosphino)-butane / acetonitrile / 24 h / Inert atmosphere; Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate; hydrazine hydrate; 1,4-di(diphenylphosphino)-butane; sodium chloride; sodium hydroxide; In ethanol; dichloromethane; water; acetonitrile;

DOI:10.1021/jm2002603

upstream raw materials:

2-methylene-1,3-propane-[bis-(tert-butyl)carbonate]

N-(naphthalene-2-sulfonyl)-N'-(p-toluenesulfonyl)bis(3-aminopropyl)cyclohexylmethylamine

N-(p-toluenesulfonamidopropyl)cyclohexylmethylamine

N-phthaloyl-N'-(p-toluenesulfonyl)bis(3-aminopropyl)cyclohexylmethylamine

Downstream raw materials:

9-cyclohexylmethyl-1-(naphthalene-2-sulfonyl)-3-methylene-5-(p-toluenesulfonyl)-1,5,9-triazacyclododecane hydrochloride