(R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.1^3,7]decane]-4-acetamide

Base Information

• Chemical Name: (R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.1^3,7]decane]-4-acetamide
• CAS No.: 1438252-08-4
• Molecular Formula: C₂₃H₂₉N₃O₄
• Molecular Weight: 411.501

Synonyms:(R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.1^3,7]decane]-4-acetamide

Chemical Property of (R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.1^3,7]decane]-4-acetamide

Chemical Property:

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Technology Process of (R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.1^3,7]decane]-4-acetamide

There total 2 articles about (R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.1^3,7]decane]-4-acetamide 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: 94.0%

C30H35N3O4 (1438252-06-2) → (R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.13,7]decane]-4-acetamide (1438252-08-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 3h; under 2585.81 Torr;

DOI:10.1016/j.tetlet.2013.03.128

Reference yield:

C22H26N2O4 (1313592-42-5) → (R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.13,7]decane]-4-acetamide (1438252-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 28 °C / Inert atmosphere

1.2: 25 h / 28 - 45 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / ethanol / 3 h / 20 °C / 2585.81 Torr

With palladium 10% on activated carbon; hydrogen; 1,1'-carbonyldiimidazole; In tetrahydrofuran; ethanol;

DOI:10.1016/j.tetlet.2013.03.128

Reference yield:

(R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.13,7]decane]-4-acetamide (1438252-08-4) → (R,S)-N-hydroxy-N-methyl-3,5-dioxo-6-(phenylmethyl)spiro[piperazine-2,2'-tricyclo[3.3.1.13,7]decane]-4-acetamide hydrochloride

Guidance literature:

With hydrogenchloride; In ethyl acetate; Cooling with ice;

DOI:10.1016/j.tetlet.2013.03.128

upstream raw materials:

C₂₂H₂₆N₂O₄

C₃₀H₃₅N₃O₄

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