1-Boc-3-methyl-piperidin-4-one

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1-Boc-3-methyl-piperidin-4-one Basic information
Uses
Product Name:1-Boc-3-methyl-piperidin-4-one
Synonyms:N-TERT-BUTOXYCARBONYL-3-METHYL-4-PIPERIDONE;N-Boc-3-methyl-4-piperidone;3-Methyl-4-oxo-piperidine-1-carboxylicacidtert-butylester;(R,S)-tert-Butyl 3-methyl-4-oxopiperidine-1-carboxylate;1-Piperidinecarboxylicacid, 3-Methyl-4-oxo-, 1,1-diMethylethyl ester;1-Boc-4-oxo-3-methyl-piperidine;N-BOC-3-Methyl-4-oxopiperidine;TERT-BUTYL 3-METHYL-4-
CAS:181269-69-2
MF:C11H19NO3
MW:213.27
EINECS:
Product Categories:pharmacetical
Mol File:181269-69-2.mol
1-Boc-3-methyl-piperidin-4-one Structure
1-Boc-3-methyl-piperidin-4-one Chemical Properties
Melting point 45°
Boiling point 298.8±33.0 °C(Predicted)
density 1.060
storage temp. Inert atmosphere,Room Temperature
pka-1.54±0.40(Predicted)
form solid
color Off-white
Safety Information
HazardClass IRRITANT
HS Code 2933998090
MSDS Information
1-Boc-3-methyl-piperidin-4-one Usage And Synthesis
UsesN-BOC-3-methyl-4-piperidinone is used as an organic and pharmaceutical intermediate.
Synthesis
1-BENZYL-3-METHYL-4-PIPERIDONE

34737-89-8

Di-tert-butyl dicarbonate

24424-99-5

1-BOC-3-METHYL-PIPERIDIN-4-ONE

181269-69-2

The general procedure for the synthesis of N-Boc-3-methyl-piperidin-4-one (product 27B) from 1-benzyl-3-methyl-piperidin-4-one (compound 28, 15.0 g, 0.0738 mol) and di-tert-butyl dicarbonate (17.7 g, 0.0812 mol) was as follows: compound 28 and di-tert-butyl dicarbonate were dissolved in ethyl acetate (EtOAc , 400 mL). Palladium hydroxide catalyst (4 g) was added to the solution and the mixture was placed in a Paar oscillator and the reaction was oscillated at 40 psi hydrogen pressure for 24 hours. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the diatomaceous earth was washed with ethyl acetate. The filtrates were combined and concentrated under reduced pressure to give the colorless oily product 27B (15.73 g, 0.0738 mol, 100% yield). Mass spectrometry analysis (ESI+, M-tBOC): m/z 114.

References[1] Patent: US2005/182095, 2005, A1. Location in patent: Page/Page column 30
[2] Patent: WO2011/159852, 2011, A1. Location in patent: Page/Page column 11-12
[3] Patent: US2010/113465, 2010, A1. Location in patent: Page/Page column 34-35
[4] Patent: WO2018/5881, 2018, A1. Location in patent: Page/Page column 126
[5] Patent: US2010/204274, 2010, A1. Location in patent: Page/Page column 54-55
1-Boc-3-methyl-piperidin-4-one Preparation Products And Raw materials
Raw materialsN-(tert-Butoxycarbonyl)-4-piperidone-->1-Benzyl-3-methyl-4-piperidone-->Di-tert-butyl dicarbonate-->Iodomethane-->Ethyl acetate-->Hydrogen
Preparation Products3-Methylpiperidin-4-one hydrochloride
Tag:1-Boc-3-methyl-piperidin-4-one(181269-69-2) Related Product Information
1-Boc-3-(methoxy)azetidine 1-Boc-3-iodoazetidine N-1-Boc-3-phenylpiperazine Ethyl 1-Boc-3-piperidinecarboxylate 3-methylpiperidin-4-one 1-Boc-3-phenylpiperidin-4-one N-Boc-3-carboethoxy-4-piperidone 1-(tert-Butoxycarbonyl)-3,3-dimethyl-4-oxopiperidine 1-tert-Butyl 3-methyl 4-oxopiperidine-1,3-dicarboxylate 3-Cyano-4-oxo-piperidine-1-carboxylic acid tert-butyl ester 1-Boc-3-benzyl-piperidin-4-one Benzyl3-cyano-4-oxopiperidine-1-carboxylate 7-Benzyl-3-Boc-3,7-diazabicyclo[3.3.1]nonan-9-one 4-Oxo-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 4-Oxo-piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester 1-Boc-3-methyl-piperidin-4-one tert-Butyl 5-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate 1-Boc-3-ethyl-piperidin-4-one