15102-42-8Relevant articles and documents
An efficient chemoenzymatic method to prepare optically active O-methyl-D-serine
Wang, Zhi-Yuan,Lv, Peng-Mei,Yuan, Zhen-Hong,Luo, Wen,Liu, Shu-Na
, p. 6991 - 6994 (2014)
Lacosamide is an important anti-epilepsy drug and O-methyl-D-serine is a relevant intermediate in the synthesis of lacosamide. Optically active O-methyl-D-serine was prepared by using a chemoenzymatic method from inexpensive acrylamide. Our method is a four-step reaction sequence: bromination of acrylamide; etherification of dibromopropionamide; ammonolysis of α-bromo-β-methoxy-propionamide; enzymatic racemization and selective hydrolysis. The double-enzyme catalyst system, which consists of α-amino-ε-caprolactam racemase (Locus, E01594) and D-stereospecific amino-acid amidase (Locus, AB026907), was successfully applied to produce enantiopure O-methyl-D-serine (ee >99.8%) in high yield (>98.5%). Optically active O-methyl-D-serine was obtained with a total yield of 81.3%.
How Reaction Conditions May Influence the Regioselectivity in the Synthesis of 2,3-Dihydro-1,4-benzoxathiine Derivatives
Casiraghi, Andrea,Valoti, Ermanno,Suigo, Lorenzo,Artasensi, Angelica,Sorvillo, Erica,Straniero, Valentina
, p. 13217 - 13227 (2018/10/24)
The exploration of different reaction conditions aiming to obtain both 2,3-dihydro-1,4-benzoxathiine-2-yl derivatives and 2,3-dihydro-1,4-benzoxathiine-3-yl ones is reported. The treatment of 1,2-mercaptophenol with an organic base and a specific 2-bromo acrylate results in a solvent- and substrate-dependent exclusive solvation of O- and S-anions, thus managing the regioselectivity.
An economical and convenient synthesis of vinyl sulfones
Guan, Zheng-Hui,Zuo, Wei,Zhao, Lian-Biao,Ren, Zhi-Hui,Liang, Yong-Min
, p. 1465 - 1470 (2008/02/05)
A general process for the efficient synthesis of vinyl sulfones has been developed using commercially available sulfinic acid sodium salts and dibromides. A variety of phenyl and methyl vinyl sulfones have been formed in good yields, in the absence of any catalyst. Georg Thieme Verlag Stuttgart.
