Application of 25415-67-2,Some common heterocyclic compound, 25415-67-2, name is Ethyl 4-methylpentanoate, molecular formula is C8H16O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Ethyl 4-methyl valerate (1.20 g, 8.3 mmol) was added to LDA (M, 9.0 mL, 9.0 mmol) in dry THF (20 mL) at -78 C. under an argon atmosphere. After 50 mins ALA iodide (2.0 g, 5.34 mmol) [as made in Example 1, Part 3] in HMPA (5 ML) was added dropwise. The reaction mixture was stirred for 4 hours at -78 C. and then was quenched with saturated ammonium chloride solution (20 mL), and the cooling bath was removed. Once the reaction reached RT, the product was extracted with diethyl ether (2*25 mL). The combined ether extracts, were washed with water. Toluene (20 mL) was added and the solution was dried over sodium sulfate, filtered, and concentrated. The remaining oil (2.8 g) was purified by column chromatography on silica gel (75 g), eluting with 100% heptane followed by 1% ethyl acetate in heptane. The experiment generated 2-isobutyl-eicosa-11,14,17-trienoic acid ethyl ester 12 (1.4 g, 70% yield) as a colorless oil. 1H NMR (300 MHz, CDCl3/TMS): delta 5.36 (m, 6H), 4.10 (q, 2H, J=6.9 Hz), 2.79 (m, 4H), 2.38 (m, 1H), 2.10-1.98 (m, 4H), 1.1.53 (m, 1H), 1.40-1.25 (m, 10H), 1.00-0.82 (m, 12H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-methylpentanoate, its application will become more common.
Reference:
Patent; Jiva Pharma Inc.; Goel, Om P; (18 pag.)US10125078; (2018); B1;,
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