4-cyclohexyl-4-(1H-tetrazol-5-ylmethyl)-piperidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: 4-cyclohexyl-4-(1H-tetrazol-5-ylmethyl)-piperidine-1-carboxylic acid benzyl ester
• CAS No.: 475095-05-7
• Molecular Formula: C₂₁H₂₉N₅O₂
• Molecular Weight: 383.494

Synonyms:4-cyclohexyl-4-(1H-tetrazol-5-ylmethyl)-piperidine-1-carboxylic acid benzyl ester

Chemical Property of 4-cyclohexyl-4-(1H-tetrazol-5-ylmethyl)-piperidine-1-carboxylic acid benzyl ester

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Technology Process of 4-cyclohexyl-4-(1H-tetrazol-5-ylmethyl)-piperidine-1-carboxylic acid benzyl ester

There total 4 articles about 4-cyclohexyl-4-(1H-tetrazol-5-ylmethyl)-piperidine-1-carboxylic acid benzyl 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:

benzyl 4-oxo-1-piperidinecarboxylate (19099-93-5) → 4-cyclohexyl-4-(1H-tetrazol-5-ylmethyl)-piperidine-1-carboxylic acid benzyl ester (475095-05-7)

Guidance literature:

Multi-step reaction with 4 steps

1: NH₄Cl; AcOH / benzene

2: CuCN / tetrahydrofuran

3: LiCl; H₂O / dimethylsulfoxide / Heating

4: TMSN₃; Bu₃SnO / toluene

With trimethylsilylazide; water; ammonium chloride; acetic acid; lithium chloride; In tetrahydrofuran; dimethyl sulfoxide; toluene; benzene; 1: Knoevenagel condensation;

DOI:10.1021/jm025539h

Reference yield:

4-cyanomethyl-4-cyclohexyl-piperidine-1-carboxylic acid benzyl ester (475095-04-6) → 4-cyclohexyl-4-(1H-tetrazol-5-ylmethyl)-piperidine-1-carboxylic acid benzyl ester (475095-05-7)

Guidance literature:

With trimethylsilylazide; In toluene;

DOI:10.1021/jm025539h

Reference yield:

cyclohexylmagnesiumchloride (931-51-1) → 4-cyclohexyl-4-(1H-tetrazol-5-ylmethyl)-piperidine-1-carboxylic acid benzyl ester (475095-05-7)

Guidance literature:

Multi-step reaction with 3 steps

1: CuCN / tetrahydrofuran

2: LiCl; H₂O / dimethylsulfoxide / Heating

3: TMSN₃; Bu₃SnO / toluene

With trimethylsilylazide; water; lithium chloride; In tetrahydrofuran; dimethyl sulfoxide; toluene;

DOI:10.1021/jm025539h

upstream raw materials:

4-cyanomethyl-4-cyclohexyl-piperidine-1-carboxylic acid benzyl ester

benzyl 4-oxo-1-piperidinecarboxylate

cyclohexylmagnesiumchloride

4-(cyano-ethoxycarbonyl-methylene)-piperidine-1-carboxylic acid benzyl ester

Downstream raw materials:

3-{1-(4-chloro-benzyl)-2-[4-cyclohexyl-4-(1H-tetrazol-5-ylmethyl)-piperidin-1-yl]-2-oxo-ethylcarbamoyl}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

{1-(4-chloro-benzyl)-2-[4-cyclohexyl-4-(1H-tetrazol-5-ylmethyl)-piperidin-1-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester

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