N-BOC-4-BENZYL-4-PIPERIDINECARBOXYLIC ACID

Base Information

• Chemical Name: N-BOC-4-BENZYL-4-PIPERIDINECARBOXYLIC ACID
• CAS No.: 167263-11-8
• Molecular Formula: C18H25NO4
• Molecular Weight: 319.401
• Hs Code.: 2933399990
• Mol file: 167263-11-8.mol

Synonyms:4-Benzyl-piperidine;4-benzylpiperazine;4-benzylpyperidine;4-benzylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester;1-tert-butoxycarbonyl-4-phenylmethyl-piperidine-4-carboxylic acid;4-benzylpiperidine-1,4-dicarboxylic acid mono-tert-butyl ester;4-benzylpiperidine-1,4-dicarboxylic acid tert-butyl ester;1-tert-butyl 4-methyl 4-benzylpiperidine-1,4-dicarboxylate;Piperidine,4-benzyl;N-tert-butyloxycarbonyl-4-benzylpiperidine-4-carboxylic acid;1-Boc-4-benzyl-4-piperidinecarboxylic acid;methyl 1-tert-butoxycarbonyl-4-phenylmethyl-piperidine-4-carboxylate;

Chemical Property of N-BOC-4-BENZYL-4-PIPERIDINECARBOXYLIC ACID

Chemical Property:

• Boiling Point: 456.9±38.0 °C(Predicted)
• PKA: 4.44±0.20(Predicted)
• PSA: 66.84000
• Density: 1.167±0.06 g/cm3(Predicted)
• LogP: 3.26890

Purity/Quality:

97% ^*data from raw suppliers

4-Benzyl-piperidine-1,4-dicarboxylic acid mono-tert-butyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-BOC-4-BENZYL-4-PIPERIDINECARBOXYLIC ACID

There total 9 articles about N-BOC-4-BENZYL-4-PIPERIDINECARBOXYLIC ACID 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: 87.0%

1-tert-butyl 4-methyl 4-benzylpiperidine-1,4-dicarboxylate (741687-06-9) → N-tert-butyloxycarbonyl-4-benzylpiperidine-4-carboxylic acid (167263-11-8)

Guidance literature:

1-tert-butyl 4-methyl 4-benzylpiperidine-1,4-dicarboxylate; With methanol; lithium hydroxide; water; In 1,4-dioxane; at 20 - 50 ℃; for 48h;

With hydrogenchloride; In 1,4-dioxane; water; pH=6;

Reference yield: 64.0%

4-carbethoxypiperidine (1126-09-6) + di-tert-butyl dicarbonate (24424-99-5) + benzyl bromide (100-39-0) → N-tert-butyloxycarbonyl-4-benzylpiperidine-4-carboxylic acid (167263-11-8)

Guidance literature:

4-carbethoxypiperidine; di-tert-butyl dicarbonate; With triethylamine; In methanol; at 0 ℃; for 16h;

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

benzyl bromide; With hydrogenchloride; methanol; sodium hydroxide; water; more than 3 stages;

Reference yield:

tert-butyl 4-(phenylmethylidene)piperidine-1-carboxylate (209920-41-2) + carbon dioxide (124-38-9,18923-20-1) → N-tert-butyloxycarbonyl-4-benzylpiperidine-4-carboxylic acid (167263-11-8)

Guidance literature:

With triethanolamine; tetraethylammonium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 8h; under 760.051 Torr; regioselective reaction; Electrochemical reaction;

DOI:10.1021/jacs.9b13305

upstream raw materials:

1-tert-butyl 4-methyl 4-benzylpiperidine-1,4-dicarboxylate

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate

benzyl bromide

4-carbethoxypiperidine

Downstream raw materials:

C₂₈H₃₂N₄O₄

4-benzyl-4-[(pyridin-3-ylmethyl)-carbamoyl]-piperidine-1-carboxylic acid tert-butyl ester

CCT₁₂₈₉₃₀

4-[4-amino-4-(4-chlorobenzyl)-piperidin-1-yl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester