N,N′-di-p-toluenesulfonyl-2,6-diazaadamantane

Base Information

• Chemical Name: N,N′-di-p-toluenesulfonyl-2,6-diazaadamantane
• CAS No.: 37073-23-7
• Molecular Formula: C₂₂H₂₆N₂O₄S₂
• Molecular Weight: 446.591
• Mol file: 37073-23-7.mol

Synonyms:

Chemical Property of N,N′-di-p-toluenesulfonyl-2,6-diazaadamantane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N′-di-p-toluenesulfonyl-2,6-diazaadamantane

There total 6 articles about N,N′-di-p-toluenesulfonyl-2,6-diazaadamantane 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: 82.0%

2,6-ditosyl-4,8-dibromo-2,6-diazaadamantane (37073-22-6) → N,N′-di-p-toluenesulfonyl-2,6-diazaadamantane (37073-23-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Reflux; Inert atmosphere;

DOI:10.1021/jo100294u

Reference yield:

N-p-tolylsulfonyl-9-azabicyclo<3.3.1>nonan-3-one (180406-57-9) → N,N′-di-p-toluenesulfonyl-2,6-diazaadamantane (37073-23-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine; hydroxylamine hydrochloride / ethanol / 10 h / 60 °C

2.1: molybdenum(VI) oxide / methanol / 0.5 h / 20 °C

2.2: 1 h / 0 °C

2.3: 1 h / 0 °C

3.1: iodine; [bis(acetoxy)iodo]benzene / dichloromethane / 0.05 h / 0 °C / Irradiation

With pyridine; [bis(acetoxy)iodo]benzene; hydroxylamine hydrochloride; iodine; molybdenum(VI) oxide; In methanol; ethanol; dichloromethane;

DOI:10.1021/jo501862k

Reference yield:

N-p-toluenesulfonyl-9-azabicyclo[3.3.1]nonan-3-one Oxime → N,N′-di-p-toluenesulfonyl-2,6-diazaadamantane (37073-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: molybdenum(VI) oxide / methanol / 0.5 h / 20 °C

1.2: 1 h / 0 °C

1.3: 1 h / 0 °C

2.1: iodine; [bis(acetoxy)iodo]benzene / dichloromethane / 0.05 h / 0 °C / Irradiation

With [bis(acetoxy)iodo]benzene; iodine; molybdenum(VI) oxide; In methanol; dichloromethane;

DOI:10.1021/jo501862k

upstream raw materials:

2,6-ditosyl-4,8-dibromo-2,6-diazaadamantane

N-p-tolylsulfonyl-9-azabicyclo<3.3.1>nonan-3-one

acetonedicarboxylic acid

9-azabicyclo[3.3.1]nonan-3-one