Electric Literature of 111300-06-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 111300-06-2 name is tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
A solution of tert-butyl N-(4- hydroxycyclohexyl)carbamate (412 mg, 1.91 mmol, 1.10 equiv) in freshly distilled tetrahydrofuran (10 mL) was treated with sodium hydride (60% dispersion in mineral oil, 280 mg, 4.00 equiv) for 1 h at room temperature under nitrogen. To this mixture was then added a solution of 16.3 (510 mg, 1.72 mmol, 1.00 equiv) in dry tetrahydrofuran (5 mL) via syringe. After stirring overnight at room temperature, the reaction was then quenched with water and extracted with ethyl acetate (3 x 50 mL). The combined organic layers were washed with brine and dried over sodium sulfate. After filtration and concentration under reduced pressure, the residue was loaded onto a silica gel column with ethyl acetate/petroleum ether (1:2) and purified to afford ethyl 2-[(35)-12-[(4-[[(tert-butoxy)carbonyl]amino]cyclohexyl)oxy]-7-thia-9,l l- diazatricyclo[6.4.0.0A[2,6]]dodeca-l(12),2(6),8,10-tetraen-3-yl]acetate (16.4, 400 mg, 49%) as a yellow oil.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, and friends who are interested can also refer to it.
Reference:
Patent; NIMBUS IRIS, INC.; HARRIMAN, Geraldine, C.; WESTER, Ronald T.; ROMERO, Donna L.; ROBINSON, Shaughnessy; SHELLEY, Mee; WESSEL, Matthew David; GREENWOOD, Jeremy Robert; MASSE, Craig E.; KAPELLER-LIBERMANN, Rosana; WO2013/106535; (2013); A1;,
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