ethyl anti-6-phenyl-8-methyl-7-oxa-8-azabicyclo<4.2.1>nonane-9-carboxylate

Base Information

• Chemical Name: ethyl anti-6-phenyl-8-methyl-7-oxa-8-azabicyclo<4.2.1>nonane-9-carboxylate
• CAS No.: 98525-91-8
• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 289.375
• Mol file: 98525-91-8.mol

Synonyms:

Chemical Property of ethyl anti-6-phenyl-8-methyl-7-oxa-8-azabicyclo<4.2.1>nonane-9-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl anti-6-phenyl-8-methyl-7-oxa-8-azabicyclo<4.2.1>nonane-9-carboxylate

There total 6 articles about ethyl anti-6-phenyl-8-methyl-7-oxa-8-azabicyclo<4.2.1>nonane-9-carboxylate 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:

2-(5-bromopentyloxy)tetrahydropyran (37935-47-0) → ethyl anti-6-phenyl-8-methyl-7-oxa-8-azabicyclo<4.2.1>nonane-9-carboxylate (98525-91-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Mg, 2.) CuBr*Me₂S

2: 96 percent / aq. HCl / ethanol / Ambient temperature

3: 47 percent / N-chlorosuccinimide, dimethyl sulfide / toluene / 1.5 h / -25 °C

4: K₂CO₃ / benzene / Ambient temperature

5: toluene / 22 h / Heating

With hydrogenchloride; N-chloro-succinimide; copper(I) bromide dimethylsulfide complex; dimethylsulfide; potassium carbonate; magnesium; In ethanol; toluene; benzene;

DOI:10.1021/jo00223a003

Reference yield:

5-bromopentan-1-ol (34626-51-2) → ethyl anti-6-phenyl-8-methyl-7-oxa-8-azabicyclo<4.2.1>nonane-9-carboxylate (98525-91-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 82 percent / pyridine p-toluenesulfonate / CH₂Cl₂ / 5 h / Ambient temperature

2: 1.) Mg, 2.) CuBr*Me₂S

3: 96 percent / aq. HCl / ethanol / Ambient temperature

4: 47 percent / N-chlorosuccinimide, dimethyl sulfide / toluene / 1.5 h / -25 °C

5: K₂CO₃ / benzene / Ambient temperature

6: toluene / 22 h / Heating

With hydrogenchloride; N-chloro-succinimide; copper(I) bromide dimethylsulfide complex; dimethylsulfide; pyridinium p-toluenesulfonate; potassium carbonate; magnesium; In ethanol; dichloromethane; toluene; benzene;

DOI:10.1021/jo00223a003

Reference yield:

(Z)-ethyl 8-hydroxy-3-phenyl-2-octenoate (98525-76-9) → ethyl anti-6-phenyl-8-methyl-7-oxa-8-azabicyclo<4.2.1>nonane-9-carboxylate (98525-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 47 percent / N-chlorosuccinimide, dimethyl sulfide / toluene / 1.5 h / -25 °C

2: K₂CO₃ / benzene / Ambient temperature

3: toluene / 22 h / Heating

With N-chloro-succinimide; dimethylsulfide; potassium carbonate; In toluene; benzene;

DOI:10.1021/jo00223a003

upstream raw materials:

2-(5-bromopentyloxy)tetrahydropyran

5-bromopentan-1-ol

(Z)-ethyl 8-hydroxy-3-phenyl-2-octenoate

(Z)-ethyl 3-phenyl-8-oxo-2-octenoate

Refernces