tert-butyl 2-(2-(pyridin-2-yl)disulfanyl)ethylcarbamate synthesis
- Product Name:tert-butyl 2-(2-(pyridin-2-yl)disulfanyl)ethylcarbamate
- CAS Number:535943-48-7
- Molecular formula:C12H18N2O2S2
- Molecular Weight:286.41
Yield:535943-48-7 83%
Reaction Conditions:
with sodium dihydrogenphosphate in methanol; pH=6.8;Inert atmosphere;
Steps:
12
tert-Butyl 2-(pyridin-2-yldisulfanyl)ethylcarbamate (217) [268] To the solution of 2,2'-dithiolpyridine (3.97 g, 18.02 mmol) in 100 ml of methanol and 80 ml of 1 M NaH2PO4, pH 6.8 was added tert-Butyl 2-mercaptoethylcarbamate (1.00 g, 5.65 mmol) in 50 ml of methanol. The mixture was stirred under Ar overnight, concentrated, extracted with dichloromethane, dried over MgSO4, filtered, evaporated and purified on SiO2 chromatography eluted with EtAc/Hexane (1 : 10 to 1 :6) to afford 1.341 g (83%) of the title compound. 1H NMR (CDCl3) 8.39 (m, IH), 7.56 (m, IH), 7.49 (m, IH), 7.03 (m, IH), 7.00 (m, IH), 3.34 (m, 2H), 2.84 (m, 2H),1.37 (s, 9H); 13C NMR 160.05, 159.39, 159.07, 149.87, 137.21, 120.78, 79.48, 39.58, 38.96, 28.57; MS m/z+ 309.2 (M + Na).
References:
WO2010/91150,2010,A1 Location in patent:Page/Page column 152
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