Downstream synthetic route of (S)-4-Benzylthiazolidine-2-thione

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-4-Benzylthiazolidine-2-thione,belong thiazolidine compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO387,mainly used in chemical industry, its synthesis route is as follows.,171877-39-7

The product was synthesizedfollowing a previously reported procedure.1 To a solution of (S)-4-benzylthiazolidine-2-thione(0.15 g, 0.72 mmol) and triethylamine (0.11 mL, 0.79 mmol) in DCM (1.1 mL) at 0 C wasadded dropwise a solution of butyryl chloride (0.078 mL, 0.75 mmol) dissolved in DCM (0.3mL) over 2 min. The vial containing the butyryl chloride solution was rinsed with additionalDCM (0.3 mL) which was added to the reaction. The reaction was warmed to room temperatureand stirred for 4.5 h. The reaction was then quenched with water and the organic layer wasseparated from the aqueous phase. The aqueous phase was extracted three times with DCM.The combined organic layers was washed with brine and dried with anhydrous Na2SO4. Thesuspension was filter and volatile materials were removed using a rotary evaporator. The crudematerial was purified via silica gel flash chromatography (7% acetone in hexanes) to yield 0.169g of product as a yellow solid (84% yield). The resonances in the 1H NMR and 13C spectrum ofthe product matched previously reported chemical shifts.1

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-4-Benzylthiazolidine-2-thione,belong thiazolidine compound

Reference£º
Article; Huang, David S.; Wong, Henry L.; Georg, Gunda I.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 16; (2018); p. 2789 – 2793;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com