Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 71026-66-9, name is tert-Butyl (4-aminophenyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C11H16N2O2
To a solution of N-Boc-p-phenylendiamine (53.7 mg, 0.258 mmol) inMeOH (5 mL), paraformaldehyde (37.4 mg) and sodium methoxide(67.4 mg, 1.248 mmol). The mixture was stirred for 11 h at reflux underan inert atmosphere. Then, the reaction mixture was reacted withNaBH4 (14.5 mg, 0.383 mmol) at room temperature and refluxed for anadditional 4 h. The mixture was concentrated in vacuo. The residue wasdissolved in saturated aqueous NH4Cl, was extracted with ethyl acetateand dried over Na2SO4. The solvent was concentrated in vacuo and waspurified by column chromatography on silica gel with Hexane: ethylacetate (7:3) to give N?-Boc-N-methyl-p-phenylendiamine as a yellowoil (45.7 mg, 80%). N?-Boc-N-methyl-p-phenylendiamine was dissolvedin 4M HCl/dioxane (500 muL) and stirred at room temperature for 2 h.The solvent was concentrated in vacuo and was dissolved in DMF(1 mL). This solution was added D-desthiobiotin (45.1 mg, 0.210 mmol),EDCI-HCl (41.1 mg, 0.214 mmol), HOBt (28.2 mg, 0.209 mmol) andDIEA (103.4 muL, 0.6 mmol). The mixture was stirred at room temperaturefor 15 h and was concentrated in vacuo. The residue was dissolvedin saturated aqueous NaHCO3, was extracted with ethyl acetate anddried over Na2SO4. Then, the residue was purified by preparative thinlayer chromatography with CH2Cl2_MeOH=10:1 to give 16 as a whitesolid (15.1 mg, 24%). 1H NMR (500 MHz, CD3OD) delta 7.29 (d, J=8.9 Hz, 2H), 6.61 (d, J=8.9 Hz, 2H), 3.86-3.80 (m, 1H), 3.74-3.70(m, 1H), 3.37 (s, 1H), 2.76 (s, 3H), 2.35 (t, J=7.5 Hz, 2H), 1.73 (quint,J=7.4 Hz, 2H), 1.56-1.34 (m, 6H), 1.12 (d, J=6.5 Hz, 3H); 13C NMR(125 MHz, CD3OD) delta 172.8, 164.8, 147.1, 128.2, 121.9, 112.3, 56.0,51.3, 36.2, 29.7, 28.3, 28.9, 25.8, 25.5, 14.2; FT-IR (neat) 3242, 3140,3067, 2925, 2855, 1691, 1652, 1602, 1517, 1430, 1401, 1376, 1347,1306, 1249, 1176, 1155, 1101, 1062 cm-1; Mp 85-87 C ; HRMS (ESI,positive): m/z calcd. for C17H26N4O2 [M+Na]+: 341.1948, found341.1945
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 71026-66-9.
Reference:
Article; Sato, Shinichi; Yoshida, Masaki; Hatano, Kensuke; Matsumura, Masaki; Nakamura, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 27; 6; (2019); p. 1110 – 1118;,
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