As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, molecular formula is C5H10O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. SDS of cas: 39590-81-3
Thionyl chloride (3 mL, 42.2 mmol) was added dropwise to a solution of 6-bromo-2-(4-chloro-2- (methylsulfonyl)benzyl)-3-(4-chlorophenyl)-4-fluoro-3-hydroxyisoindolin-1 -one (Example 35, Step 4 ) (4.72 g, 8.44 mmol) in THF (50 mL) at 0 C under a nitrogen atmosphere. DMF (20 drops) were added and the orange solution was allowed to warm to rt over 1 d. The reaction mixture was concentrated in vacuo and dissolved in THF (40 mL). Cyclopropane-1 ,1 -diyldimethanol (1 .72 g, 16.9 mmol) was added followed by K2C03 (2.33 g, 16.9 mmol) and the orange mixture was stirred at rt under an atmosphere of nitrogen for 1 d. DCM and water were added and the layers separated. The aqueous layer was extracted with DCM and the combined organic layers were dried (phase separator) and concentrated in vacuo. The residue was purified by Biotage (30 – 35% EtOAc in iso-hexanes) to give the title compound (3.33 g, 61 %) as a pale yellow solid. NMR (400 MHz, DMSO) 8.01 (1 H, d), 7.95 (1 H, dd), 7.79 (1 H, d), 7.56 (1 H, dd), 7.36 (2H, d), 7.30 – 7.26 (3H, m), 5.01 – 4.90 (2H, m), 4.45 (1 H, t), 3.48 – 3.31 (2H, m), 3.29 (3H, s), 3.05 – 2.96 (2H, m), 0.42 – 0.40 (2H, m), 0.27 (1 H, d), 0.19 (1 H, dd).
With the rapid development of chemical substances, we look forward to future research findings about 39590-81-3.
Reference:
Patent; ASTEX THERAPEUTICS LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; CHESSARI, Gianni; HOWARD, Steven; BUCK, Ildiko Maria; CONS, Benjamin David; JOHNSON, Christopher Norbert; HOLVEY, Rhian Sara; REES, David Charles; ST. DENIS, Jeffrey David; TAMANINI, Emiliano; GOLDING, Bernard Thomas; HARDCASTLE, Ian Robert; CANO, Celine Florence; MILLER, Duncan Charles; CULLY, Sarah; NOBLE, Martin Edward Maentylae; OSBORNE, James Daniel; PEACH, Joanne; LEWIS, Arwel; HIRST, Kim Louise; WHITTAKER, Benjamin Paul; WATSON, David Wyn; MITCHELL, Dale Robert; (293 pag.)WO2017/55860; (2017); A1;,
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