A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-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. 4254-15-3
To a stirred solution of (A)-propane-l,2-diol (5 g, 65.7 mmol) in anhydrous DCM (40 mL) at 0 C, was added imidazole (4.47 g, 65.7 mmol), followed by TBDMS-C1 (10.89 g, 72.3 mmol). After being stirred at room temperature for 4 h, the reaction mixture was cooled to 0C, and partitioned between sodium bicarbonate solution (50 ml) and DCM (200 mL). The organic layer was washed with EhO, and saturated NaCl solution, dried over anhydrous Na2S04, filtered and concentrated under reduced pressure fV)- l -((/tW-butyl dimethyl si lyl)oxy)propan-2-ol ^2 g, 63.0 mmol, 96% ) as colourless oil. NMR (400 MHz, chloroform-^ d ppm 3.73 – 3.88 (m, 1H), 3.51 – 3.65 (m, 1H), 3.29 – 3.46 (m, 1H), 2.36 – 2.56 (m, 1H), 1.12 (d, J=6.53 Hz, 3H), 0.90 – 0.96 (m, 9H), 0.06 – 0.13 (m, 6H).
This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4254-15-3,(S)-Propane-1,2-diol,its application will become more common.
Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; SEITZ, Steven P.; WILLIAMS, David K.; ANDAPPAN MURUGAIAH SUBBAIAH, Murugaiah; (191 pag.)WO2019/136112; (2019); 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