N-BOC-4-BENZYL-4-PIPERIDINECARBOXYLIC METHYL ESTER

Base Information

• Chemical Name: N-BOC-4-BENZYL-4-PIPERIDINECARBOXYLIC METHYL ESTER
• CAS No.: 741687-06-9
• Molecular Formula: C19H27NO4
• Molecular Weight: 333.428
• Mol file: 741687-06-9.mol

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

Chemical Property of N-BOC-4-BENZYL-4-PIPERIDINECARBOXYLIC METHYL ESTER

Chemical Property:

• PSA: 55.84000
• LogP: 3.35730

Purity/Quality:

97% ^*data from raw suppliers

1-BOC-4-(PHENYLMETHYL)-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER 95.00% ^*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 METHYL ESTER

There total 3 articles about N-BOC-4-BENZYL-4-PIPERIDINECARBOXYLIC METHYL 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: 100.0%

methanol (67-56-1) + N-tert-butyloxycarbonyl-4-benzylpiperidine-4-carboxylic acid (167263-11-8) → 1-tert-butyl 4-methyl 4-benzylpiperidine-1,4-dicarboxylate (741687-06-9)

Guidance literature:

With diazomethyl-trimethyl-silane; In hexanes; benzene; at 20 ℃; for 4h;

Reference yield: 87.3%

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate (124443-68-1) + benzyl bromide (100-39-0) → 1-tert-butyl 4-methyl 4-benzylpiperidine-1,4-dicarboxylate (741687-06-9)

Guidance literature:

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;

benzyl bromide; In tetrahydrofuran; hexane; at -78 ℃; for 2.5h;

DOI:10.1016/j.ejmech.2010.03.003

Reference yield: 63.0%

benzyl bromide (100-39-0) → 1-tert-butyl 4-methyl 4-benzylpiperidine-1,4-dicarboxylate (741687-06-9)

Guidance literature:

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate; With lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexanes; at -78 ℃; for 1h;

benzyl bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexanes; at 20 ℃; for 20h;

upstream raw materials:

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

benzyl bromide

methanol

N-tert-butyloxycarbonyl-4-benzylpiperidine-4-carboxylic acid

Downstream raw materials:

N-tert-butyloxycarbonyl-4-benzylpiperidine-4-carboxylic acid

4-(4-chlorobenzyl)piperidin-4-ylamine dihydrochloride

C₁₇H₂₅ClN₂O₂

4-(4-chlorobenzyl)-piperidin-4-ylamine

Refernces

• 1、 -. "PHARMACEUTICAL COMPOUNDS". Page/Page column 122. . Retrieved 2008/06/13.
• 2、 -. "ORTHO-CONDENSED PYRIDINE AND PYRIMIDINE DERIVATIVES (E.G. PURINES) AS PROTEIN KINASES INHIBITORS". Page/Page column 124-125. . Retrieved 2008/06/13.