1α,5α,6β-6-(4-benzyl-piperazin-1-yl)-3-oxo-bicyclo<3.1.0>hexane-6-carbonitrile

Base Information

• Chemical Name: 1α,5α,6β-6-(4-benzyl-piperazin-1-yl)-3-oxo-bicyclo<3.1.0>hexane-6-carbonitrile
• CAS No.: 155778-90-8
• Molecular Formula: C₁₈H₂₁N₃O
• Molecular Weight: 295.384

Synonyms:1α,5α,6β-6-(4-benzyl-piperazin-1-yl)-3-oxo-bicyclo<3.1.0>hexane-6-carbonitrile

Chemical Property of 1α,5α,6β-6-(4-benzyl-piperazin-1-yl)-3-oxo-bicyclo<3.1.0>hexane-6-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 1α,5α,6β-6-(4-benzyl-piperazin-1-yl)-3-oxo-bicyclo<3.1.0>hexane-6-carbonitrile

There total 5 articles about 1α,5α,6β-6-(4-benzyl-piperazin-1-yl)-3-oxo-bicyclo<3.1.0>hexane-6-carbonitrile 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: 70.0%

1α,5α,6β-6-(4-benzyl-piperazin-1-yl)-spirohexane-3,2'-1'3'-dioxolane>-6-carbonitrile (155778-89-5) → 1α,5α,6β-6-(4-benzyl-piperazin-1-yl)-3-oxo-bicyclo<3.1.0>hexane-6-carbonitrile (155778-90-8)

Guidance literature:

With hydrogenchloride; In chloroform; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80789-4

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → 1α,5α,6β-6-(4-benzyl-piperazin-1-yl)-3-oxo-bicyclo<3.1.0>hexane-6-carbonitrile (155778-90-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / 4-toluenesulfonic acid / toluene / 12 h / Heating

2: 72 percent / N-chlorosuccinimide / CH₂Cl₂ / 1 h / -50 °C

3: 86 percent / acetonitrile; H₂O / 12 h / 50 - 60 °C

4: 70 percent / aqueous hydrochloric acid / CHCl₃ / 2 h / Ambient temperature

With hydrogenchloride; N-chloro-succinimide; toluene-4-sulfonic acid; In dichloromethane; chloroform; water; toluene; acetonitrile;

DOI:10.1016/S0040-4020(01)80789-4

Reference yield:

1-phenylmethylpiperazine (2759-28-6) → 1α,5α,6β-6-(4-benzyl-piperazin-1-yl)-3-oxo-bicyclo<3.1.0>hexane-6-carbonitrile (155778-90-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / 4-toluenesulfonic acid / toluene / 12 h / Heating

2: 72 percent / N-chlorosuccinimide / CH₂Cl₂ / 1 h / -50 °C

3: 86 percent / acetonitrile; H₂O / 12 h / 50 - 60 °C

4: 70 percent / aqueous hydrochloric acid / CHCl₃ / 2 h / Ambient temperature

With hydrogenchloride; N-chloro-succinimide; toluene-4-sulfonic acid; In dichloromethane; chloroform; water; toluene; acetonitrile;

DOI:10.1016/S0040-4020(01)80789-4

upstream raw materials:

1α,5α,6β-6-(4-benzyl-piperazin-1-yl)-spirohexane-3,2'-1'3'-dioxolane>-6-carbonitrile

cyclohexanedione monoethylene ketal

1-phenylmethylpiperazine

1-benzyl-4-(1,4-dioxaspiro<4,5>dec-7-en-8-yl)-piperazine

Downstream raw materials:

1α,3β,5α,6β-6-(4-benzylpiperazin-1-yl)-3-(4-methylpiperazin-1-yl)-bicyclo<3.1.0>hexane-6-carbonitrile

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