Some common heterocyclic compound, 147751-16-4, name is tert-Butyl methylsulfonylcarbamate, molecular formula is C6H13NO4S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: tert-Butyl methylsulfonylcarbamate
Example 243: t-ButylN-[4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-3-methylbutyl]-N-methylsulfonylcarbamate The 4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-3-methyl-1-butanol (97.2 mg, 0.259 mmol) obtained in Example 239, t-butyl N-methylsulfonylcarbamate (101 mg, 0.518 mmol) and triphenylphosphine (138 mg, 0.518 mmol) were dissolved in tetrahydrofuran (3 ml), followed by the addition of diisoopropyl azodicarboxylate (102 mul, 0.518 mmol) at room temperature.. The reaction mixture was stirred at room temperature for 18 hours.. The reaction mixture was diluted with ethyl acetate, washed with a saturated aqueous solution of ammonium chloride, water and brine, dried over magnesium sulfate and then concenetrated.. The residue thus obtained was subjected to flash chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate=3:2 elude was concentrated, whereby the title compound (136 mg, 0.246 mmol, 95%) was obtained as a colorless amorphous substance.1H-NMR (400 MHz, CDCl3) delta: 1.33(3H,d,J=6.8Hz), 1.35-1.45(1H,m), 1.52(9H,s), 1.99-2.08(1H,m), 2.70-2.78(1H,m), 3.27(3H,s), 3.65-3.76(2H,m), 4.45(1H,d,J=7.6Hz), 6.77(1H,td,J=9.0,4.6Hz), 6.91-6.97(1H,m), 7.32(2H,d,J=8.5Hz), 7.38-7.45(1H,m), 7.50(2H,d,J=8.5Hz). MS m/z: 552 (M++H), 574 (M++Na). FAB-MS: 552.1070 (Calcd for C23H29ClF2NO6S2: 552.1093), 574.0875 (Calcd for C23H28ClF2NO6S2Na: 574.0912).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 147751-16-4, its application will become more common.
Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); A1;,
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