A common heterocyclic compound, 24621-61-2,(S)-Butane-1,3-diol, its 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. 24621-61-2
To a solution of commercial available (s)-3-hydroxy butanol (10 g, Aldrich) in 50 mL of DMF, TsOH (20 mg, catalytic) and MeOPhCH (OMe) 2 (24 g) were added. After 3h at 35 C on a rotovap with slight vacuum, it was cooled and quenched with aq. Sat. NaHC03. The mixture was extracted with EtOAc (3x). The organic layers were washed with brine (2x), dried and concentrated. The crude product was evaporated with toluene (3x). [0230] The crude product was dissolved in 700 mL of CH2CI2. At 0 C, DIBAL-H solution (200 mL, 1.0 M, excess) was added. The reaction was warmed to room temperature overnight. Then it was quenched with methanol (50 mL), sat. Na2S04 at 0 C. The mixture was diluted with Et20 (1. 5L). After stirred for 5h, it was filtered through a pad of celite. The filtrate was concentrated to give an oil. The oil was purified on silica gel with Hexanes/EtOAc, 10: 1,6 : 1,3 : 1, and 1: 1 to give 24 g of desired product, 343-YW-203
This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,24621-61-2,(S)-Butane-1,3-diol,its application will become more common.
Reference£º
Patent; EISAI CO. LTD.; WO2003/76424; (2003); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate