Introduction of a new synthetic route about (4-(Aminomethyl)phenyl)methanol

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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. 39895-56-2, name is (4-(Aminomethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of (4-(Aminomethyl)phenyl)methanol

To a solution of (2R,5S,8R, 14S,17R,20S,21S,22S,E)-8-benzyl-20-((E)-but-2-en- 2-yl)-14-((R)-sec-butyl)-2-isobutyl-557510, 17,2 l,25-hexamethyl-3,6,9, 12,15, 18,26-heptaoxo- 1 , 19-dioxa-4,7, 10, 13, 16-pentaazacyclohexacos-24-en-22-yl (4-nitrophenyi) carbonate (5.0 mg, 5.044 muetaiotaomicron, 1.0 eq; Intermediate 1 from Example 1) in DCM (0.1 mL, 5.04 muetaiotaomicron) was added (4-(aminomethyl)phenyl)methanol (3.46 mg, 0.025 mrnol , 5.0 eq) and DIPEA (8.81 muEpsilon, 0.050 mrnol, 10.0 eq) and stirred overnight. The reaction was monitored by reverse phase HPLC. The reaction mixture was concentrated on the rotavap and the crude residue obtained was purified by reverse phase flash chromatography (acetonitrile with 0.1% formic acid/ H20 with 0.1 % formic acid) to afford (2R,5S,8R,14S,17R,20S,21S,22S,E)-8-benzyl-20-((E)-but- 2-en-2-yl)-14-((R)-sec-butyl)-2-isobutyl-557 0,17,21,25-hexamethyl-356,9, 12s 15,18526- heptaoxo- 1 , 19-dioxa~4,7, 10, 13,16-pentaazacyclohexacos~24-en~22-yl ( – (hydroxymethy])benzyl)carbamate (2.75 mg, 2.78 muetaiotaomicron, 55.1 %). Observed HRMS (ESI) m/z: 989.565 | M 1 11

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Reference:
Patent; SIRENAS LLC; USUI, Ippei; LEE, Bryan, Junn; COHEN, Steven, Bruce; MACHERLA, Venkat, Rami Reddy; BEVERAGE, Jacob, Neal; PAN, Chung-mao; BARMARE, Farhana; ESQUENAZI, Eduardo; (265 pag.)WO2018/45245; (2018); A1;,
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