Tert-butyl 4-(2-aminophenoxy)piperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(2-aminophenoxy)piperidine-1-carboxylate
• CAS No.: 690632-14-5
• Molecular Formula: C16H24 N2 O3
• Molecular Weight: 292.378
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90383394
• Wikidata: Q72510843
• Mol file: 690632-14-5.mol

Synonyms:690632-14-5;tert-butyl 4-(2-aminophenoxy)piperidine-1-carboxylate;tert-Butyl 4-(2-AMINOPHENOXY)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE;1-Boc-4-(2-aminophenoxy)-piperidine;TERT-BUTYL4-(2-AMINOPHENOXY)PIPERIDINE-1-CARBOXYLATE;DTXSID90383394;AB3310;MFCD05865139;AKOS015957475;AB91522;AC-26532;AS-44705;CS-0154736;FT-0739601;EN300-237924;F2158-1287;tert-Butyl 4-(2-aminophenoxy)tetrahydro-1(2H)-pyridinecarboxylate, AldrichCPR

Chemical Property of Tert-butyl 4-(2-aminophenoxy)piperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 2.64E-07mmHg at 25°C
• Melting Point: 71 °C
• Boiling Point: 421.2°C at 760 mmHg
• Flash Point: 208.6°C
• PSA: 64.79000
• Density: 1.14g/cm³
• LogP: 3.56620
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 292.17869263
• Heavy Atom Count: 21
• Complexity: 346

Purity/Quality:

98%min ^*data from raw suppliers

4-(2-Aminophenoxy)piperidine, N1-Boc protected 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)OC2=CC=CC=C2N
• Uses: tert-Butyl 4-(2-aminophenoxy)piperidine-1-carboxylate is used as a reactant in the preparation of heteroaryl sulfonamides as Kv potassium channel blockers.

Technology Process of Tert-butyl 4-(2-aminophenoxy)piperidine-1-carboxylate

There total 3 articles about Tert-butyl 4-(2-aminophenoxy)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: 100.0%

4-(2-nitrophenoxy)-piperidine-1-carboxylic acid tert-butyl ester (690632-03-2) → C16H24N2O3 (690632-14-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 2h; under 3750.38 Torr;

Reference yield:

t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → C16H24N2O3 (690632-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; diethylazodicarboxylate / 2 h / 20 °C

2: hydrogen / palladium on activated charcoal / methanol / 2 h / 20 °C / 3750.38 Torr

With hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In methanol; 1: Mitsunobu reaction;

Reference yield:

2-hydroxynitrobenzene (88-75-5,78813-12-4) → C16H24N2O3 (690632-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; diethylazodicarboxylate / 2 h / 20 °C

2: hydrogen / palladium on activated charcoal / methanol / 2 h / 20 °C / 3750.38 Torr

With hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In methanol; 1: Mitsunobu reaction;

upstream raw materials:

2-hydroxynitrobenzene

t-butyl 4-hydroxy piperidine-1-carboxylate

4-(2-nitrophenoxy)-piperidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

N-(2-(piperidin-4-yloxy)phenyl)pyridine-2-sulfonamide trifluoroacetate

N-(2-(1-(6-methylbenzo[d]oxazol-2-yl)piperidin-4-yloxy)phenyl)-pyridine-2-sulfonamide

N-(2-(piperidin-4-yloxy)phenyl)pyridine-2-sulfonamide trifluoroacetate

Refernces

• 1、 -. "DERIVATIVES OF HETEROARYLSULFONAMIDES, THEIR PREPARATION AND THEIR APPLICATION IN HUMAN THERAPY". . . Retrieved 2012/06/15.