As a common heterocyclic compound, it belongs to chiral-oxygen-ligands compound, name is (2S,3S)-Butane-2,3-diol, and cas is 19132-06-0, its synthesis route is as follows.
To a 500-mL, 3-necked-RBF (equipped with a H20-cooled reflux condenser and an HCl trap) was added (2s,3s)-(+)-2,3-butanediol (Aldrich; 15.00 mL, 166 mmol) and CC14 (120 mL). SOCl2, reagentplus (14.57 mL, 200 mmol) was then added drop wise via a syringe over a period of 20 min and the resulting mixture was heated to 98C for 45 min, then allowed to cool to rt. The reaction mixture was then cooled in an ice/H20 bath, MeCN (120 mL) and H20 (150 mL) were added followed by ruthenium(III) chloride (0.035 g, 0.166 mmol). Sodium periodate (53.4 g, 250 mmol) was then added slowly portion wise over 30 min. The resulting biphasic brown mixture was stirred vigorously while allowed to reach rt for a period of 1.5 h (internal temperature never increased above rt). TLC (50% EtOAc in heptanes) showed complete conversion. The crude mixture was then poured into ice H20 and extracted twice with 300 mL of Et20. The combined organic layers were washed once with 200 mL of sat. sodium bicarbonate, washed once with 200 mL of brine, dried over Na2S04; and concentrated by rotary evaporation to give (4S,5S)-4,5-dimethyl-l,3,2- dioxathiolane 2,2-dioxide (21.2 g, 139 mmol) as a red oil.
With the complex challenges of chemical substances, we look forward to future research findings about 19132-06-0,belong chiral-oxygen-ligands compound
Reference£º
Patent; AMGEN INC.; BROWN, Sean P.; LI, Yunxiao; LIZARZABURU, Mike Elias; LUCAS, Brian S.; PARAS, Nick A.; TAYGERLY, Joshua; VIMOLRATANA, Marc; WANG, Xianghong; YU, Ming; ZANCANELLA, Manuel; ZHU, Liusheng; GONZALEZ BUENROSTRO, Ana; LI, Zhihong; (279 pag.)WO2016/33486; (2016); 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