In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 610302-03-9, name is tert-Butyl (3-hydroxycyclohexyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C11H21NO3
Step 1. tert-Butyl (3-((4- bromobenzyl)oxy)cyclohexyl)carbamate. To a stirring solution of tert-butyl (3- hydroxycyclohexyl)carbamate (220 mg, 1.02 mmol) in THF (3 mL) at 0 C was added NaH (41 mg, 1.02 mmol) and stirred at 0 C for 30 mins, then 4-bromobenzyl bromide (255 mg, 1.02 mmol) was added and the reaction mixture was warmed to rt and stirred for 3h. The reaction mixture was cooled to 0 C, and quenched by the dropwise addition of sat. ammonium chloride, extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was purified by silica gel chromatography using 10 – 25% EtOAc/Hexanes gradient elution to afford tert-butyl (3-((4- bromobenzyl)oxy)cyclohexyl)carbamate as a white solid (184 mg, 48%): NMR (500MHz, CDCk) delta ppm 7.45 (d, J= 8.3 Hz, 2H), 7.21 (d, J= 2H), 4.92 (bs, 1H), 4.48 (s, 2H), 3.55 (m, 1H), 3.45 (bs, 1H), 2.19 (d, 11.72 Hz, 1H), 1.70 – 1.95 (m, 3H)1.44 (s, 9H), 1.15 – 1.37 (m, 4H).
The synthetic route of 610302-03-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NORTHEASTERN UNIVERSITY; MALAMAS, Michael; MAKRIYANNIS, Alexandros; SUBRAMANIAN, Kumara Vadivel; WHITTEN, Kyle M.; ZVONOK, Nikolai M.; WEST, Jay Matthew; MCCORMACK, Michael; PAVLOPOULOS, Spiro; WO2015/179190; (2015); A1;,
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