Tert-butyl 4-(hydroxy(pyridin-2-YL)methyl)piperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(hydroxy(pyridin-2-YL)methyl)piperidine-1-carboxylate
• CAS No.: 333986-05-3
• Molecular Formula: C₁₆H₂₄N₂O₃
• Molecular Weight: 292.378
• DSSTox Substance ID: DTXSID00594919

Synonyms:TERT-BUTYL 4-(HYDROXY(PYRIDIN-2-YL)METHYL)PIPERIDINE-1-CARBOXYLATE;333986-05-3;tert-butyl 4-[hydroxy(pyridin-2-yl)methyl]piperidine-1-carboxylate;AR2831;SCHEMBL1328780;DTXSID00594919;ZBGSOLUUAGLZRE-UHFFFAOYSA-N;MFCD11100926;AKOS027252825;SB43758;AS-45455;DB-097110;CS-0171749;A913336;1-tert-Butoxycarbonyl-4-[hydroxy(2-pyridyl)methyl]piperidine;TERT-BUTYL4-(HYDROXY(PYRIDIN-2-YL)METHYL)PIPERIDINE-1-CARBOXYLATE

Chemical Property of Tert-butyl 4-(hydroxy(pyridin-2-YL)methyl)piperidine-1-carboxylate

Chemical Property:

• XLogP3: 1.7
• 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:

97% ^*data from raw suppliers

tert-Butyl4-(hydroxy(pyridin-2-yl)methyl)piperidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)C(C2=CC=CC=N2)O

Technology Process of Tert-butyl 4-(hydroxy(pyridin-2-YL)methyl)piperidine-1-carboxylate

There total 2 articles about Tert-butyl 4-(hydroxy(pyridin-2-YL)methyl)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: 65.41%

2-bromo-pyridine (109-04-6) + tert butyl 4-formylpiperidine-1-carboxylate (137076-22-3) → tert-butyl 4-(hydroxy(pyridin-2-yl)methyl)piperidine-1-carboxylate (333986-05-3)

Guidance literature:

2-bromo-pyridine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

tert butyl 4-formylpiperidine-1-carboxylate; In tetrahydrofuran; at -78 ℃; for 1.5h;

Reference yield: 54.0%

(pyridin-2-yl)magnesium bromide (21970-13-8) + tert butyl 4-formylpiperidine-1-carboxylate (137076-22-3) → tert-butyl 4-(hydroxy(pyridin-2-yl)methyl)piperidine-1-carboxylate (333986-05-3)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 21h;

Reference yield:

tert-butyl 4-(hydroxy(pyridin-2-yl)methyl)piperidine-1-carboxylate (333986-05-3) + 2,3-dichlorophenol (576-24-9) → C22H26Cl2N2O3 (1167435-83-7)

Guidance literature:

With tributylphosphine; diamide; In toluene; at 85 ℃;

DOI:10.1016/j.bmcl.2009.03.090

upstream raw materials:

2-bromo-pyridine

tert butyl 4-formylpiperidine-1-carboxylate

(pyridin-2-yl)magnesium bromide

Downstream raw materials:

C₂₂H₂₆Cl₂N₂O₃

C₂₈H₃₂N₂O₃

C₂₂H₂₆Cl₂N₂O₃

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