ChemicalBook CAS DataBase List CarbaMic acid, (1-Methyl-4-oxocyclohexyl)-, 1,1-diMethylethyl ester

CarbaMic acid, (1-Methyl-4-oxocyclohexyl)-, 1,1-diMethylethyl ester synthesis

6synthesis methods

Product Name:CarbaMic acid, (1-Methyl-4-oxocyclohexyl)-, 1,1-diMethylethyl ester
CAS Number:412293-43-7
Molecular formula:C12H21NO3
Molecular Weight:227.3

tert-Butyl N-(4-hydroxy-1-methylcyclohexyl)carbamate

792913-83-8
41 suppliers
$149.00/100mg

CarbaMic acid, (1-Methyl-4-oxocyclohexyl)-, 1,1-diMethylethyl ester

412293-43-7
41 suppliers
$275.00/250mg

Yield: 89%

Reaction Conditions:

with pyridinium chlorochromate in dichloromethane at 20; for 18 h;

Steps:

33.F
The title compound from Step E above (0.86 g, 3.76 mmol) was dissolved in dichloromethane (40 mL) and pyridinium chlorochromate (1.18 g, 5.48 mmol) was added in portions. The reaction mixture was stirred at room temperature for 18 h, filtered through a pad of Celite and the Celite was washed with dichloromethane (20 mL). The combined filtrate was concentrated under reduced pressure and the residue was purified by chromatography on silica using ethyl acetate/n-heptane (60/40) as a mobile phase to afford the title compound as a colorless oil (0.76 g, 89%)¹H-NMR (400 MHz, CDCl₃): δ=1.42 (s, 3H), 1.45 (s, 9H), 1.77 (dt, 2H), 2.23-2.50 (m, 6H), 4.48 (br-s, 1H)

References:

AC Immune, S.A. US2011/280808, 2011, A1 Location in patent:Page/Page column 66