852383-82-5Relevant articles and documents
Enzymatic resolution of a chiral chlorohydrin precursor for (R)-α-lipoic acid synthesis via lipase catalyzed enantioselective transacylation with vinyl acetate
Zhou, Wei-Jia,Ni, Yan,Zheng, Gao-Wei,Chen, Huan-Hui,Zhu, Zhi-Rong,Xu, Jian-He
, p. 102 - 107 (2014)
A new and efficient process was developed by lipase-catalyzed transacylation to resolve ethyl 8-chloro-6-hydroxy octanoate (ECHO) to produce an important chiral precursor for the synthesis of (R)-α-lipoic acid. After optimization of biocatalyst, solvent, acyl donor, temperature and enzyme loading, (S)-O-acetylated ECHO was achieved in 94% ee, 35% isolated yield and 38 g L-1 d-1 space-time yield using Novozym 435 as biocatalyst. Subsequently, the enzymatic resolution reaction was successfully repeated for 7 batches, retaining over 40% conversions.