With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.4277-34-3, name is Cyclooct-4-enol, molecular formula is C8H14O, molecular weight is 126.2, as common compound, the synthetic route is as follows.Computed Properties of C8H14O
Compound AA8. A mixture of (Z)-cyclooct-4-en-1-ol (42 mg, 330 mumol, 1.5 eq.), N,N?-disuccinimidyl carbonate (DSC) (101 mg, 396 mumol, 1.8 eq.), and TEA (40 mg, 396 mumol, 1.8 eq.) in MeCN (0.5 mL) was degassed and purged with N2 for 3 times. After stirred at 25 C for 4 h under N2, the mixture was added into a mixture of compound AA7 (91.98 mg, 220 mumol, 1 eq.) and TEA (40 mg, 396 mumol, 1.8 eq.) in DMF (0.5 mL) dropwise at 25 C under N2. After stirred at 25 C for 0.5 h under N2, the reaction mixture was filtered and the filtrate was concentrated in vacuo. The mixture was purificated by prep-HPLC (HCl) to afford compound AA8 (8.9 mg, 16 mumol, 7% yield) as a yellow oil. 1H NMR (CD3OD, 400 MHz) delta 8.47 (br s, 1H), 8.42 (s, 1H), 5.75-5.50 (m, 2H), 4.70 (br s, 1H), 4.15-4.00 (m, 1H), 3.96 (s, 3H), 3.29-3.18 (m, 4H), 3.14-2.97 (m, 2H), 2.62-2.49 (m, 2H), 2.44-2.32 (m, 1H), 2.25 (br d, J = 13.2 Hz, 2H), 2.21-2.13 (m, 2H), 2.10-2.00 (m, 1H), 1.95-1.81 (m, 4H), 1.73 (br dd, J = 4.6, 9.9 Hz, 1H), 1.68-1.34 (m, 7H), 1.10 (br s, 1H), 0.54 (br d, J = 7.3 Hz, 2H), 0.30 (br s, 1H).33
At the same time, in my other blogs, there are other synthetic methods of this type of compound,4277-34-3, Cyclooct-4-enol, and friends who are interested can also refer to it.
Reference:
Patent; YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD.; SNIR-ALKALAY, Irit; VACCA, Joseph; BEN-NERIAH, Yinon; (238 pag.)WO2019/155468; (2019); A1;,
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