4-[1-cyclohexyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-[1-cyclohexyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester
• CAS No.: 444896-37-1
• Molecular Formula: C₂₅H₃₅N₃O₄
• Molecular Weight: 441.571

Synonyms:4-[1-cyclohexyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-[1-cyclohexyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 4-[1-cyclohexyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester

There total 6 articles about 4-[1-cyclohexyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-piperazine-1-carboxylic acid 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:

4-(cyclohexyl-methoxycarbonyl-methyl)-piperazine-1-carboxylic acid tert-butyl ester (444893-16-7) → 4-[1-cyclohexyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester (444896-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / LiAlH₄ / tetrahydrofuran

2: DEAD; PPh₃ / tetrahydrofuran

With lithium aluminium tetrahydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 2: Mitsunobu reaction;

DOI:10.1016/j.bmcl.2006.04.002

Reference yield:

Cyclohexylacetic acid (5292-21-7) → 4-[1-cyclohexyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester (444896-37-1)

Guidance literature:

Multi-step reaction with 6 steps

1: SOCl₂ / CH₂Cl₂

2: NBS; HBr / CH₂Cl₂

3: K₂CO₃; n-Bu₄NI / acetonitrile

4: 99 percent / LiAlH₄ / tetrahydrofuran

5: DEAD; PPh₃ / tetrahydrofuran

With N-Bromosuccinimide; lithium aluminium tetrahydride; thionyl chloride; hydrogen bromide; tetra-(n-butyl)ammonium iodide; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; acetonitrile; 6: Mitsunobu reaction;

DOI:10.1016/j.bmcl.2006.04.002

Reference yield:

2-bromocyclohexylacetylchloride (90085-61-3) → 4-[1-cyclohexyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester (444896-37-1)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃; n-Bu₄NI / acetonitrile

2: 99 percent / LiAlH₄ / tetrahydrofuran

3: DEAD; PPh₃ / tetrahydrofuran

With lithium aluminium tetrahydride; tetra-(n-butyl)ammonium iodide; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; acetonitrile; 4: Mitsunobu reaction;

DOI:10.1016/j.bmcl.2006.04.002

upstream raw materials:

4-(1-cyclohexyl-2-hydroxy-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

phthalimide

4-(cyclohexyl-methoxycarbonyl-methyl)-piperazine-1-carboxylic acid tert-butyl ester

Cyclohexylacetic acid

Downstream raw materials:

1-[(1-(4-chloro-benzyl)-2-{4-[1-cyclohexyl-2-(ethyl-methanesulfonyl-amino)-ethyl]-piperazin-1-yl}-2-oxo-ethylcarbamoyl)-methyl]-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

1-{[2-{4-[2-(acetyl-ethyl-amino)-1-cyclohexyl-ethyl]-piperazin-1-yl}-1-(4-chloro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

1-({1-(4-chloro-benzyl)-2-[4-(1-cyclohexyl-2-methanesulfonylamino-ethyl)-piperazin-1-yl]-2-oxo-ethylcarbamoyl}-methyl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

4-[2-(4-chloro-butyrylamino)-1-cyclohexyl-ethyl]-piperazine-1-carboxylic acid tert-butyl ester

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