[3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-phenyl]-methylamino-acetonitrile

Base Information

• Chemical Name: [3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-phenyl]-methylamino-acetonitrile
• CAS No.: 131408-43-0
• Molecular Formula: C₁₈H₂₄N₂O₂
• Molecular Weight: 300.401

Synonyms:[3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-phenyl]-methylamino-acetonitrile

Chemical Property of [3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-phenyl]-methylamino-acetonitrile

Chemical Property:

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Technology Process of [3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-phenyl]-methylamino-acetonitrile

There total 2 articles about [3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-phenyl]-methylamino-acetonitrile 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:

isovanillin (621-59-0) → [3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-phenyl]-methylamino-acetonitrile (131408-43-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 48 h / Heating

2: ethanol; H₂O / 72 h

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; water;

DOI:10.1021/jm00105a045

Reference yield:

sodium cyanide (143-33-9,25596-52-5) + methylamine hydrochloride (593-51-1) + 3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-benzaldehyde (131408-38-3) → [3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-phenyl]-methylamino-acetonitrile (131408-43-0)

Guidance literature:

In ethanol; water; for 72h;

DOI:10.1021/jm00105a045

Reference yield:

[3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-phenyl]-methylamino-acetonitrile (131408-43-0) → 1-[3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-phenyl]-N1-methyl-ethane-1,2-diamine (131408-50-9)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 4h;

DOI:10.1021/jm00105a045

upstream raw materials:

sodium cyanide

methylamine hydrochloride

3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-benzaldehyde

isovanillin

Downstream raw materials:

1-[3-((1R,3R,5S)-Bicyclo[3.2.1]oct-3-yloxy)-4-methoxy-phenyl]-N¹-methyl-ethane-1,2-diamine

1-methyl-5-<3-(exo-bicyclo<3.2.1>oct-3-yloxy)4-methoxyphenyl>-2-imidazolidinone

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