3β-(4-methylphenyl)tropane-2β-N-3'-bromophenacylcarboxamide ethylene ketal

Base Information

Chemical Name:3β-(4-methylphenyl)tropane-2β-N-3'-bromophenacylcarboxamide ethylene ketal
CAS No.:947595-01-9
Molecular Formula:C₂₆H₃₁BrN₂O₃
Molecular Weight:499.448
Hs Code.:

Synonyms:3β-(4-methylphenyl)tropane-2β-N-3'-bromophenacylcarboxamide ethylene ketal

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Chemical Property of 3β-(4-methylphenyl)tropane-2β-N-3'-bromophenacylcarboxamide ethylene ketal

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Technology Process of 3β-(4-methylphenyl)tropane-2β-N-3'-bromophenacylcarboxamide ethylene ketal

There total 4 articles about 3β-(4-methylphenyl)tropane-2β-N-3'-bromophenacylcarboxamide ethylene ketal 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: 52.0%

: 947594-63-0
3-bromophenacylamine ethylene ketal

: 141807-59-2
8-methyl-3S-p-tolyl-8-azabicyclo[3.2.1]octane-2S-carboxylic acid

: 947595-01-9
3β-(4-methylphenyl)tropane-2β-N-3'-bromophenacylcarboxamide ethylene ketal

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 25 ℃;
DOI:10.1021/jm0703035

Reference yield:

: 947594-62-9
3-bromophenacyl azide ethylene ketal

: 947595-01-9
3β-(4-methylphenyl)tropane-2β-N-3'-bromophenacylcarboxamide ethylene ketal

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine / tetrahydrofuran

1.2: 95 percent / water / tetrahydrofuran

2.1: 52 percent / 1-hydroxy-7-azabenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / dimethylformamide / 25 °C

With 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Staudinger reaction;
DOI:10.1021/jm0703035

Reference yield:

: 18523-22-3
2,3'-dibromoacetophenone

: 947595-01-9
3β-(4-methylphenyl)tropane-2β-N-3'-bromophenacylcarboxamide ethylene ketal

Guidance literature:: Multi-step reaction with 4 steps

1.1: 62 percent / sodium azide / dimethylsulfoxide / 20 °C

2.1: 80 percent / boron trifluoride etherate / CH₂Cl₂ / 20 °C

3.1: triphenylphosphine / tetrahydrofuran

3.2: 95 percent / water / tetrahydrofuran

4.1: 52 percent / 1-hydroxy-7-azabenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / dimethylformamide / 25 °C

With sodium azide; 1-hydroxy-7-aza-benzotriazole; boron trifluoride diethyl etherate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triphenylphosphine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 3.1: Staudinger reaction;
DOI:10.1021/jm0703035