4-(3-Aminophenoxy)-2-tert-butylpiperidine-1-carboxylate

Base Information

• Chemical Name: 4-(3-Aminophenoxy)-2-tert-butylpiperidine-1-carboxylate
• CAS No.: 790667-68-4
• Molecular Formula: C16H24N2O3
• Molecular Weight: 292.378
• DSSTox Substance ID: DTXSID10701733
• Mol file: 790667-68-4.mol

Synonyms:DTXSID10701733;4-(3-aminophenoxy)-2-tert-butylpiperidine-1-carboxylate

Chemical Property of 4-(3-Aminophenoxy)-2-tert-butylpiperidine-1-carboxylate

Chemical Property:

• PSA: 78.62000
• LogP: 2.38910
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 291.17086760
• Heavy Atom Count: 21
• Complexity: 362

Purity/Quality:

95% ^*data from raw suppliers

1-Boc-4-(3-aminophenoxy)piperidine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1CC(CCN1C(=O)[O-])OC2=CC=CC(=C2)N

Technology Process of 4-(3-Aminophenoxy)-2-tert-butylpiperidine-1-carboxylate

There total 6 articles about 4-(3-Aminophenoxy)-2-tert-butylpiperidine-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: 100.0%

tert-butyl-4-(3-nitrophenoxy)piperidine-1-carboxylate (586412-88-6) → tert-butyl 4-(3-aminophenoxy)piperidine-1-carboxylate (790667-68-4)

Guidance literature:

With hydrogen; nickel; In ethanol; at 20 ℃; under 37503.8 Torr;

Reference yield: 93.0%

4-(3-benzhydrylideneaminophenoxy)piperidine-1-carboxylic acid tert-butyl ester (790667-69-5) → tert-butyl 4-(3-aminophenoxy)piperidine-1-carboxylate (790667-68-4)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In methanol; at 20 ℃; for 1h;

Reference yield:

meta-nitrophenol (554-84-7) → tert-butyl 4-(3-aminophenoxy)piperidine-1-carboxylate (790667-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 90 °C

2: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C

With 5%-palladium/activated carbon; hydrogen; potassium carbonate; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.6b00200

upstream raw materials:

4-(3-benzhydrylideneaminophenoxy)piperidine-1-carboxylic acid tert-butyl ester

tert-butyl-4-(3-nitrophenoxy)piperidine-1-carboxylate

meta-nitrophenol

1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate

Downstream raw materials:

4-[3-(2-chloro-4-fluorobenzoylamino)phenoxy]piperidine-1-carboxylic acid tert-butyl ester

4-[3-(2-chloro-6-fluorobenzoylamino)phenoxy]piperidine-1-carboxylic acid tert-butyl ester

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