European Journal of Organic Chemistry p. 4612 - 4615 (2020)
Update date:2022-08-11
Topics:
Holmstr?m, Thomas
Pedersen, Christian Marcus
Novozym 435 (N435) is an immobilized lipase (Candida antarctica lipase B) capable of catalyzing transesterfications in organic media. This paper describes how this enzyme can be used for regioselective acetylation of unprotected carbohydrates providing protected monosaccharide building blocks in only one step. Unprotected thiogylcosides with both gluco, xylo, and manno stereochemistry were tolerated by the enzyme and afforded the acetylated products in high yields. The regioselective acetylation was easily scaled up to a 5.0 gram scale and in most cases, no purification was needed. Several other glycosides, including 2-azido-2-deoxy glucosides, galactosides, and gluconolactones, were also acetylated and the scope and limitations using N435 has been uncovered.
View MoreChengdu NoVi Biotechnology Co., Ltd.
Contact:13551243286/028-81458053
Address:NO.168-1-224 JULONG ROAD WUHOU DISTRICT, CHENGDU CITY,SICHUAN PROVINCE
Guangzhou PI & PI Biotech Inc. Ltd.
Contact:+86-20-81716320
Address:Suite 501,198 Kaiyuan Ave.,Science City, Guangzhou,China
Contact:0086-27-83607103/83642615
Address:No.498, Jianshe Ave, Wuhan, China
Shanghai Gsyn Chemical Co.,Ltd.
Contact:86-021-67158290
Address:86-021-67158291
Chongqing Rong&Quan Pharmaceutical Technology Co. , Ltd.
Contact:86-023-65268721
Address:No. 7, Manshanhong Village, Pingdingshan, Shapingba District, Chongqing Province, China
Doi:10.1080/10426507.2015.1073279
(2016)Doi:10.1016/j.tetasy.2007.01.022
(2007)Doi:10.1021/acs.joc.7b01034
(2017)Doi:10.1016/S0040-4039(03)00855-4
(2003)Doi:10.1021/ja00055a016
(1993)Doi:10.1023/B:RUJO.0000036063.58577.17
(2004)