2-{2-[1-(decahydro-naphthalen-1-yl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester

Base Information

• Chemical Name: 2-{2-[1-(decahydro-naphthalen-1-yl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester
• CAS No.: 709024-93-1
• Molecular Formula: C₃₂H₅₀N₂O₄
• Molecular Weight: 526.76

Synonyms:2-{2-[1-(decahydro-naphthalen-1-yl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester

Chemical Property of 2-{2-[1-(decahydro-naphthalen-1-yl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester

Chemical Property:

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Technology Process of 2-{2-[1-(decahydro-naphthalen-1-yl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester

There total 3 articles about 2-{2-[1-(decahydro-naphthalen-1-yl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester 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:

1,3-di-tert-butyl 2-(2-aminophenyl)propanedioate (382150-70-1) + 1-(decahydro-naphthalen-1-yl)-piperidin-4-one (1027155-31-2) → 2-{2-[1-(decahydro-naphthalen-1-yl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester (709024-93-1)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1021/jm034249d

Reference yield:

N-ethyl-4-piperidone (3612-18-8) → 2-{2-[1-(decahydro-naphthalen-1-yl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester (709024-93-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / acetone / 18 h / 20 °C

2: aq. K₂CO₃ / ethanol / 1 h / Heating

3: sodium triacetoxyborohydride; acetic acid / 1,2-dichloro-ethane / 20 °C

With sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; In ethanol; 1,2-dichloro-ethane; acetone;

DOI:10.1021/jm034249d

Reference yield:

1-methyl-1-ethyl-4-oxopiperidinium iodide (77542-18-8) → 2-{2-[1-(decahydro-naphthalen-1-yl)-piperidin-4-ylamino]-phenyl}-malonic acid di-tert-butyl ester (709024-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. K₂CO₃ / ethanol / 1 h / Heating

2: sodium triacetoxyborohydride; acetic acid / 1,2-dichloro-ethane / 20 °C

With sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; In ethanol; 1,2-dichloro-ethane;

DOI:10.1021/jm034249d

upstream raw materials:

1,3-di-tert-butyl 2-(2-aminophenyl)propanedioate

1-(decahydro-naphthalen-1-yl)-piperidin-4-one

N-ethyl-4-piperidone

1-methyl-1-ethyl-4-oxopiperidinium iodide

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