anti-12-hydroxy-exo-9,9-diphenyl-7,8-diazatetracyclo<4.3.2.1^2,5.0^1,6>dodec-7-ene

Base Information

• Chemical Name: anti-12-hydroxy-exo-9,9-diphenyl-7,8-diazatetracyclo<4.3.2.1^2,5.0^1,6>dodec-7-ene
• CAS No.: 75347-82-9
• Molecular Formula: C₂₂H₂₂N₂O
• Molecular Weight: 330.429

Synonyms:anti-12-hydroxy-exo-9,9-diphenyl-7,8-diazatetracyclo<4.3.2.1^2,5.0^1,6>dodec-7-ene

Chemical Property of anti-12-hydroxy-exo-9,9-diphenyl-7,8-diazatetracyclo<4.3.2.1^2,5.0^1,6>dodec-7-ene

Chemical Property:

Purity/Quality:

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Technology Process of anti-12-hydroxy-exo-9,9-diphenyl-7,8-diazatetracyclo<4.3.2.1^2,5.0^1,6>dodec-7-ene

There total 4 articles about anti-12-hydroxy-exo-9,9-diphenyl-7,8-diazatetracyclo<4.3.2.1^2,5.0^1,6>dodec-7-ene 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: 90.0%

anti-12-acetoxy-exo-9,9-diphenyl-7,8-diazatetracyclo<4.3.2.12,5.01,6>dodec-7-ene (75347-83-0) → anti-12-hydroxy-exo-9,9-diphenyl-7,8-diazatetracyclo<4.3.2.12,5.01,6>dodec-7-ene (75347-82-9)

Guidance literature:

With methyl magnesium iodide; In tetrahydrofuran; diethyl ether; 1.) 5 deg C, 15 min, 2.) room temp., 3h;

DOI:10.1021/jo01314a050

Reference yield:

2,3-dimethylidenebicyclo<2.2.1>heptan-7-one (38680-06-7) → anti-12-hydroxy-exo-9,9-diphenyl-7,8-diazatetracyclo<4.3.2.12,5.01,6>dodec-7-ene (75347-82-9)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium-tri-tert.-butoxyaluminum hydride / tetrahydrofuran

2: 83 percent / benzene / 36 h / Heating

3: 1.) irradiation, pentane, -10 deg C, 72h, 2.) hexane, reflux, 48h

4: 90 percent / methylmagnesium iodide / tetrahydrofuran; diethyl ether / 1.) 5 deg C, 15 min, 2.) room temp., 3h

With methyl magnesium iodide; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; diethyl ether; benzene;

DOI:10.1021/jo01314a050

Reference yield:

2,3-dimethylene-anti-7-norbornyl acetate (75347-89-6) → anti-12-hydroxy-exo-9,9-diphenyl-7,8-diazatetracyclo<4.3.2.12,5.01,6>dodec-7-ene (75347-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) irradiation, pentane, -10 deg C, 72h, 2.) hexane, reflux, 48h

2: 90 percent / methylmagnesium iodide / tetrahydrofuran; diethyl ether / 1.) 5 deg C, 15 min, 2.) room temp., 3h

With methyl magnesium iodide; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jo01314a050

upstream raw materials:

anti-12-acetoxy-exo-9,9-diphenyl-7,8-diazatetracyclo<4.3.2.1^2,5.0^1,6>dodec-7-ene

2,3-dimethylidenebicyclo<2.2.1>heptan-7-one

2,3-dimethylene-anti-7-norbornyl acetate

2,3-dimethylene-anti-7-norbornanol

Downstream raw materials:

5-(diphenylmethylene)tricyclo<4.2.1.0^2,8>nonan-anti-9-ol

exo-9,9-diphenyltetracyclo<4.2.1.1^2,5.0^1,6>decan-anti-10-ol

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