tert-Butyl 4-(2-oxopropyl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-(2-oxopropyl)piperidine-1-carboxylate
• CAS No.: 206989-54-0
• Molecular Formula: C13H23NO3
• Molecular Weight: 241.32700
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70475887
• Wikidata: Q82306707
• Mol file: 206989-54-0.mol

Synonyms:206989-54-0;tert-Butyl 4-(2-oxopropyl)piperidine-1-carboxylate;1-Boc-4-(2-oxopropyl)piperidine;1-(1-Boc-4-piperidyl)-2-propanone;1-Piperidinecarboxylic acid, 4-(2-oxopropyl)-, 1,1-dimethylethyl ester;MFCD09910234;tert-Butyl4-(2-oxopropyl)piperidine-1-carboxylate;SCHEMBL844078;DTXSID70475887;UNUNCPXYUNVRRF-UHFFFAOYSA-N;4-(2-oxopropyl)piperidine-1-carboxylic acid tert-butyl ester;AKOS016003618;AC-9410;AS-78683;SY069105;CS-0079701;FT-0754996;EN300-263270;A849999;J-504363;F1907-2479

Chemical Property of tert-Butyl 4-(2-oxopropyl)piperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 328.35oC at 760 mmHg
• Flash Point: 152.381oC
• PSA: 46.61000
• Density: 1.023g/cm3
• LogP: 2.55050
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 241.16779360
• Heavy Atom Count: 17
• Complexity: 286

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl 4-(2-oxopropyl)piperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1CCN(CC1)C(=O)OC(C)(C)C

Technology Process of tert-Butyl 4-(2-oxopropyl)piperidine-1-carboxylate

There total 4 articles about tert-Butyl 4-(2-oxopropyl)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: 99.0%

1-(N-tert-butoxycarbonylpiperidin-4-ylidene)propan-2-one (473795-40-3) → tert-butyl 4-(2-oxopropyl)piperidine-1-carboxylate (206989-54-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 5h; under 2585.81 Torr;

DOI:10.1002/jhet.5570450131

Reference yield:

methylmagnesium bromide (75-16-1) + tert-butyl 4-{2-[methoxy(methyl)amino]-2-oxoethyl}piperidine-1-carboxylate (416852-69-2) → tert-butyl 4-(2-oxopropyl)piperidine-1-carboxylate (206989-54-0)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 1.83333h;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 4-(2-oxopropyl)piperidine-1-carboxylate (206989-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / 2.67 h / 0 - 20 °C / Heating / reflux

2: hydrogen / palladium 10% on activated carbon / ethanol / 5 h / 2585.81 Torr

With sodium hydride; hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; ethanol;

upstream raw materials:

1-(N-tert-butoxycarbonylpiperidin-4-ylidene)propan-2-one

methylmagnesium bromide

tert-butyl 4-{2-[methoxy(methyl)amino]-2-oxoethyl}piperidine-1-carboxylate

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

tert-Butyl 4-(3-Bromo-2-Oxopropyl)Piperidine-1-Carboxylate

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

1-azabicyclo[3.2.2]nonan-3-one