exo,exo-8,9-bis<<(2-nitrophenyl)seleno>methyl>-4-methyl-2,4,6-triazatricyclo<5.1.1.0^2,6>nonane-3,5-dione

Base Information

• Chemical Name: exo,exo-8,9-bis<<(2-nitrophenyl)seleno>methyl>-4-methyl-2,4,6-triazatricyclo<5.1.1.0^2,6>nonane-3,5-dione
• CAS No.: 120476-20-2
• Molecular Formula: C₂₁H₁₉N₅O₆Se₂
• Molecular Weight: 595.332

Synonyms:exo,exo-8,9-bis<<(2-nitrophenyl)seleno>methyl>-4-methyl-2,4,6-triazatricyclo<5.1.1.0^2,6>nonane-3,5-dione

Chemical Property of exo,exo-8,9-bis<<(2-nitrophenyl)seleno>methyl>-4-methyl-2,4,6-triazatricyclo<5.1.1.0^2,6>nonane-3,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of exo,exo-8,9-bis<<(2-nitrophenyl)seleno>methyl>-4-methyl-2,4,6-triazatricyclo<5.1.1.0^2,6>nonane-3,5-dione

There total 2 articles about exo,exo-8,9-bis<<(2-nitrophenyl)seleno>methyl>-4-methyl-2,4,6-triazatricyclo<5.1.1.0^2,6>nonane-3,5-dione 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: 60.0%

ortho-nitrophenyl selenocyanate (51694-22-5) + exo,exo-8,9-bis(hydroxymethyl)-4-methyl-2,4,6-triazatricyclo<5.1.1.02,6>nonane-3,5-dione (114041-78-0) → exo,exo-8,9-bis<<(2-nitrophenyl)seleno>methyl>-4-methyl-2,4,6-triazatricyclo<5.1.1.02,6>nonane-3,5-dione (120476-20-2)

Guidance literature:

With tributylphosphine; In tetrahydrofuran; for 40h; Ambient temperature;

DOI:10.1021/ja00193a026

Reference yield:

exo,exo-8,9-bis<(tert-butyldimethylsiloxy)methyl>-4-methyl-2,4,6-triazatricyclo<5.1.1.02,6>nonane-3,5-dione (120476-17-7) → exo,exo-8,9-bis<<(2-nitrophenyl)seleno>methyl>-4-methyl-2,4,6-triazatricyclo<5.1.1.02,6>nonane-3,5-dione (120476-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 87.5 percent / tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 0.67 h

2: 60 percent / n-Bu₃P / tetrahydrofuran / 40 h / Ambient temperature

With tributylphosphine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/ja00193a026

Reference yield:

exo,exo-8,9-bis<<(2-nitrophenyl)seleno>methyl>-4-methyl-2,4,6-triazatricyclo<5.1.1.02,6>nonane-3,5-dione (120476-20-2) → 5,6-dimethylene-2-(N-methylcarbamoyl)-2,3-diazabicyclo<2.1.1>hexane (120476-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) O₃ in oxygen, 2.) i-Pr₂NH / 1.) CHCl₃, 22 min, -60 deg C, 2.) CCl₄, reflux

2: 90 percent / aq. KOH / dimethylsulfoxide / 2 h

With potassium hydroxide; oxygen; ozone; diisopropylamine; In dimethyl sulfoxide;

DOI:10.1021/ja00193a026

upstream raw materials:

ortho-nitrophenyl selenocyanate

exo,exo-8,9-bis(hydroxymethyl)-4-methyl-2,4,6-triazatricyclo<5.1.1.0^2,6>nonane-3,5-dione

exo,exo-8,9-bis<(tert-butyldimethylsiloxy)methyl>-4-methyl-2,4,6-triazatricyclo<5.1.1.0^2,6>nonane-3,5-dione

Downstream raw materials:

5,6-dimethylene-2-(N-methylcarbamoyl)-2,3-diazabicyclo<2.1.1>hexane

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