3-phenyl-8-(2,2,2-tribromoethoxy)-8-methoxy-3-aza-endo-tricyclo<3.2.1.0^2,4>octane

Base Information

• Chemical Name: 3-phenyl-8-(2,2,2-tribromoethoxy)-8-methoxy-3-aza-endo-tricyclo<3.2.1.0^2,4>octane
• CAS No.: 83136-11-2
• Molecular Formula: C₁₆H₁₈Br₃NO₂
• Molecular Weight: 496.036

Synonyms:3-phenyl-8-(2,2,2-tribromoethoxy)-8-methoxy-3-aza-endo-tricyclo<3.2.1.0^2,4>octane

Chemical Property of 3-phenyl-8-(2,2,2-tribromoethoxy)-8-methoxy-3-aza-endo-tricyclo<3.2.1.0^2,4>octane

Chemical Property:

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Technology Process of 3-phenyl-8-(2,2,2-tribromoethoxy)-8-methoxy-3-aza-endo-tricyclo<3.2.1.0^2,4>octane

There total 4 articles about 3-phenyl-8-(2,2,2-tribromoethoxy)-8-methoxy-3-aza-endo-tricyclo<3.2.1.0^2,4>octane 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: 44.0%

3-phenyl-10-(2,2,2-tribromoethoxy)-10-methoxy-3,4,5-triaza-exo-tricyclo<5.2.1.02,6>dec-4-ene (83136-10-1) → 3-phenyl-8-(2,2,2-tribromoethoxy)-8-methoxy-3-aza-endo-tricyclo<3.2.1.02,4>octane (83136-11-2)

Guidance literature:

In decalin; at 165 - 170 ℃; for 1.5h;

DOI:10.1021/ja00387a044

Reference yield:

7,7-dimethoxybicyclo<2.2.1>hept-2-ene (875-04-7) → 3-phenyl-8-(2,2,2-tribromoethoxy)-8-methoxy-3-aza-endo-tricyclo<3.2.1.02,4>octane (83136-11-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / p-toluenesulfonic acid / benzene / Heating

2: 64 percent / 15 h / 50 - 60 °C

3: 44 percent / decahydronaphthalene / 1.5 h / 165 - 170 °C

With toluene-4-sulfonic acid; In decalin; benzene;

DOI:10.1021/ja00387a044

Reference yield:

7-(2,2,2-tribromoethoxy)-7-methoxybicyclo<2.2.1>hept-2-ene → 3-phenyl-8-(2,2,2-tribromoethoxy)-8-methoxy-3-aza-endo-tricyclo<3.2.1.02,4>octane (83136-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / 15 h / 50 - 60 °C

2: 44 percent / decahydronaphthalene / 1.5 h / 165 - 170 °C

In decalin;

DOI:10.1021/ja00387a044

upstream raw materials:

3-phenyl-10-(2,2,2-tribromoethoxy)-10-methoxy-3,4,5-triaza-exo-tricyclo<5.2.1.0^2,6>dec-4-ene

7,7-dimethoxybicyclo<2.2.1>hept-2-ene

Phenyl azide

Downstream raw materials:

3-phenyl-3-aza-endo-tricyclo<3.2.1.0^2,4>octan-8-one

3-phenyl-8-(2,2-dibromoethoxy)-8-methoxy-3-aza-endo-tricyclo<3.2.1.0^2,4>octane

3-phenyl-3-aza-endo-tricyclo<3.2.1.0^2,4>octan-anti-8-ol

syn-8-methyl-3-phenyl-3-aza-endo-tricyclo<3.2.1.0^2,4>oct-anti-8-yl p-toluenesulfonate

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