tert-butyl 4-(2-aminobenzylamino)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(2-aminobenzylamino)piperidine-1-carboxylate
• CAS No.: 79098-98-9
• Molecular Formula: C17H27N3O2
• Molecular Weight: 305.42
• Mol file: 79098-98-9.mol

Synonyms:1-t-butoxycarbonyl-4-(2-aminophenylmethyl)aminopiperidine;1-(tert-butoxycarbonyl)-4-(3-oxo-3-phenylprop-1-enyl)piperidine;tert-butyl 4-[(1E)-3-oxo-3-phenylprop-1-en-1-yl]piperidine-1-carboxylate;1,1-dimethylethyl 4-[(1E)-3-oxo-3-phenyl-1-propenyl]-1-Piperidinecarboxylate;1-Boc-4-(3-Oxo-3-phenylpropenyl)piperidine;tert-Butyl 4-(2-aminobenzylamino)piperidine-1-carboxylate;tert-butyl (S)-4-(1-aminoethyl)benzoate;

Chemical Property of tert-butyl 4-(2-aminobenzylamino)piperidine-1-carboxylate

Chemical Property:

• PSA: 67.59000
• LogP: 3.66790

Purity/Quality:

NLT 98% ^*data from raw suppliers

tert-Butyl4-((2-aminobenzyl)amino)piperidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 4-(2-aminobenzylamino)piperidine-1-carboxylate

There total 4 articles about tert-butyl 4-(2-aminobenzylamino)piperidine-1-carboxylate 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%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + 2-amino-1-benzylamine (4403-69-4) → tert-butyl 4-((2-aminobenzyl)amino)piperidine-1-carboxylate (79098-98-9)

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1016/j.tetlet.2018.08.002

Reference yield: 78.0%

tert-butyl 4-((2-nitrobenzyl)amino)piperidine-1-carboxylate (87120-79-4) → tert-butyl 4-((2-aminobenzyl)amino)piperidine-1-carboxylate (79098-98-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 10h; under 2585.7 Torr;

DOI:10.1002/jhet.5570200315

Reference yield:

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → tert-butyl 4-((2-aminobenzyl)amino)piperidine-1-carboxylate (79098-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 2) NaBH₄ / 1) methanol, 20 deg C, 1 h; 2) 1 h

2: 78 percent / H₂ / Pd/C / ethanol / 10 h / 20 °C / 2585.7 Torr

With sodium tetrahydroborate; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1002/jhet.5570200315

upstream raw materials:

tert-butyl 4-((2-nitrobenzyl)amino)piperidine-1-carboxylate

1-(tert-butoxycarbonyl)-4-aminopiperidine

2-nitro-benzaldehyde

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

tert-butyl 4-(2-oxo-1,2,3,4-tetrahydroquinazolin-3-yl)piperidine-1-carboxylate

3-{1-[2-(3,4-Dimethoxy-phenyl)-2-oxo-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide

3-{1-[2-(3,4-Dimethoxy-phenyl)-2-hydroxy-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide

3-{1-[2-Oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl]-piperidin-4-yl}-3,4-dihydro-quinazolin-2-yl-cyanamide

Refernces

• 1、 Habay, Stephen A.,Miller, Julia M.,Bowler, Matthew M.,Manchak, Randi,Thomas, John Z.. "An efficient synthesis of the piperidinyl dihydroquinazolinone (PDQ) fragment of olcegepant". supporting information. p. 3389 - 3391. Retrieved 2018/08/06.
• 2、 -. "AMIDE-SUBSTITUTED ARYL PIPERIDINES". Page/Page column 66-67. . Retrieved 2008/12/05.