2,2,6,6-Tetramethyl-1-[(1-phenylhex-5-EN-1-YL)oxy]piperidine

Base Information

• Chemical Name: 2,2,6,6-Tetramethyl-1-[(1-phenylhex-5-EN-1-YL)oxy]piperidine
• CAS No.: 270901-39-8
• Molecular Formula: C21H33NO
• Molecular Weight: 315.499
• DSSTox Substance ID: DTXSID90573571
• Nikkaji Number: J1.295.247C
• Mol file: 270901-39-8.mol

Synonyms:270901-39-8;2,2,6,6-TETRAMETHYL-1-[(1-PHENYLHEX-5-EN-1-YL)OXY]PIPERIDINE;DTXSID90573571

Chemical Property of 2,2,6,6-Tetramethyl-1-[(1-phenylhex-5-EN-1-YL)oxy]piperidine

Chemical Property:

• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 315.256214676
• Heavy Atom Count: 23
• Complexity: 352

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC(N1OC(CCCC=C)C2=CC=CC=C2)(C)C)C

Technology Process of 2,2,6,6-Tetramethyl-1-[(1-phenylhex-5-EN-1-YL)oxy]piperidine

There total 3 articles about 2,2,6,6-Tetramethyl-1-[(1-phenylhex-5-EN-1-YL)oxy]piperidine 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: 80.0%

2,2,6,6-tetramethylpiperidin-1-ol (7031-93-8) + 6-bromo-6-phenyl-1-hexene (38383-05-0) → 2,2,6,6-tetramethyl-1-(1-phenylhex-5-enoyloxy)piperidine (270901-39-8)

Guidance literature:

With L-ascorbic acid calcium salt; In tetrahydrofuran; for 14h; Heating;

DOI:10.1002/(SICI)1521-3773(20000317)39:6<1108::AID-ANIE1108>3.0.CO;2-A

Reference yield:

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3) → 2,2,6,6-tetramethyl-1-(1-phenylhex-5-enoyloxy)piperidine (270901-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: calcium L-ascorbate*2H₂O / H₂O / 20 °C

2.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

2.2: tetrahydrofuran / 14 h / Heating

With sodium hydride; L-ascorbic acid calcium salt; In tetrahydrofuran; water;

DOI:10.1021/jo001190z

Reference yield:

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3) + 6-bromo-6-phenyl-1-hexene (38383-05-0) → 2,2,6,6-tetramethyl-1-(1-phenylhex-5-enoyloxy)piperidine (270901-39-8)

Guidance literature:

DOI:10.1021/ol050951n

upstream raw materials:

2,2,6,6-tetramethylpiperidin-1-ol

6-bromo-6-phenyl-1-hexene

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

Downstream raw materials:

trans-2-phenylcyclopentaneacetic acid

cis-2-phenylcyclopentaneacetic acid