1-Boc-piperidine

Base Information

• Chemical Name: 1-Boc-piperidine
• CAS No.: 75844-69-8
• Molecular Formula: C10H19NO2
• Molecular Weight: 185.266
• Hs Code.: 29333990
• European Community (EC) Number: 616-270-3
• DSSTox Substance ID: DTXSID30426618
• Nikkaji Number: J313.225K
• Wikidata: Q72450397
• Mol file: 75844-69-8.mol

Synonyms:boc-piperidine;N-(tert-butoxycarbonyl)piperidine;N-tert-butoxycarbonyl-piperidine

Chemical Property of 1-Boc-piperidine

Chemical Property:

• Vapor Pressure: 0.0329mmHg at 25°C
• Refractive Index: n20/D 1.454(lit.)
• Boiling Point: 243 °C at 760 mmHg
• PKA: -1.28±0.20(Predicted)
• Flash Point: 100.8 °C
• PSA: 29.54000
• Density: 1.003 g/cm³
• LogP: 2.34530
• Storage Temp.: Keep Cold
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 185.141578849
• Heavy Atom Count: 13
• Complexity: 178

Purity/Quality:

99%, ^*data from raw suppliers

1-BOC-Piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N,Xi
• Hazard Codes: T,N,Xi
• Statements: 25-36/37/38-50
• Safety Statements: 26-36-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCC1

Technology Process of 1-Boc-piperidine

There total 9 articles about 1-Boc-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: 94.0%

di-tert-butyl dicarbonate (24424-99-5) → t-butyl piperidinecarboxylate (75844-69-8) + t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; ethyl acetate;

Reference yield: 94.0%

di-tert-butyl dicarbonate (24424-99-5) → 4-hydroxy-1-piperidinecarboxylate (412016-31-0) + t-butyl piperidinecarboxylate (75844-69-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; ethyl acetate;

Reference yield: 62.0%

piperidine (110-89-4) + 1-(2-aminoethyl)piperidine (27578-60-5) + di-tert-butyl dicarbonate (24424-99-5) → t-butyl piperidinecarboxylate (75844-69-8) + (2-(piperidin-1-yl)ethyl)carbamic acid tert-butyl ester (777090-42-3)

Guidance literature:

With 1-butyl-3-methylimidazolium trifluoromethanesulfonimide; at 30 - 35 ℃; for 0.0166667h; chemoselective reaction; neat (no solvent);

DOI:10.1021/jo201102q

upstream raw materials:

di-tert-butyl dicarbonate

piperidine

1-(2-aminoethyl)piperidine

phenylmagnesium bromide

Downstream raw materials:

N-Boc-2-trimethylsilylpiperidine

piperidine

threo-8-oxa-7-phenyl-1-azabicyclo<4.3.0>nonan-9-one

erythro-N-(tert-butoxycarbonyl)-α-phenyl-2-piperidinemethanol

Refernces

Dynamic resolution of N-Boc-2-lithiopiperidine

10.1039/b810988e

The research focuses on the dynamic thermodynamic resolution of N-Boc-2-lithiopiperidine using chiral ligands, with the aim of enhancing the asymmetric synthesis of 2-substituted piperidines. The study explored the use of 26 chiral diamino-alkoxide ligands to achieve selectivities of up to 85:15 for the enantiomers of the organolithium compound. Key chemicals used in the process include N-Boc-piperidine, sec-butyllithium, TMEDA (tetramethylethylenediamine), and a variety of chiral ligands. The researchers found that certain ligands, particularly those derived from isoleucine and with a branched (iPr) substituent alpha to the nitrogen atom, significantly improved selectivity.

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