Sharma Vivek K, Kumar Manish, Olsen Carl E, Prasad Ashok K
Bioorganic Laboratory, Department of Chemistry, University of Delhi , Delhi 110 007, India.
J Org Chem. 2014 Jul 3;79(13):6336-41. doi: 10.1021/jo5008338. Epub 2014 Jun 23.
Novozyme-435-catalyzed efficient regioselective acetylation of one of the two diastereotopic hydroxymethyl functions in 3-O-benzyl-4-C-hydroxymethyl-1,2-O-isopropylidene-α-d-ribofuranose has been achieved. The enzymatic methodology has been successfully utilized for convergent synthesis of bicyclic nucleosides (LNA monomers) T, U, A, and C. Further, it has been demonstrated that Novozyme-435 can be used for 10 cycles of the acylation reaction without losing selectivity and efficiency.
已实现用诺维信435催化3-O-苄基-4-C-羟甲基-1,2-O-异亚丙基-α-D-呋喃核糖中两个非对映异位羟甲基官能团之一的高效区域选择性乙酰化。该酶促方法已成功用于双环核苷（锁核酸单体）T、U、A和C的汇聚合成。此外，已证明诺维信435可用于10个酰化反应循环，而不会失去选择性和效率。
