公开(公告)号：US20210130384A1

公开(公告)日：2021-05-06

申请号：US16074168

申请日：2017-02-02

Applicant: BASF SE

Inventor： MICHAEL PUHL ,  Wolfgfang SIEGEL ,  Stephanie RENZ ,  Andreas WÖLFERT

IPC: C07H1/06 ,  C07H15/18 ,  C07H3/06

Abstract: The present invention relates to a method for preparing 2′-O-fucosyllactose, the intermediates obtainable by this method and the use of these intermediates. The preparation comprises the reaction of a protected fucose of the general formula (I) with a tri(C1-C6-alkyl)silyl iodide to give a protected 1-iodofucose followed by the reaction of the protected 1-iodofucose with a compound of the general formula (II), in the presence of at least one base and deprotecting the resulting coupling product to afford 2′-O-fucosyllactose. In this context, the variables are each defined as follows: Ra and Rb are the same or different and are —C(═O)—C1-C6-alkyl, or —C(═O)-phenyl, wherein said phenyl is unsubstituted or optionally has 1 to 5 substituents, or Ra and Rb together are a radical —(C═O)— or a substituted methylene radical —C(RdRe)—, Rc is a radical RSi or is benzyl, wherein said benzyl is unsubstituted or optionally has 1, 2 or 3 substituents, RSi is a radical of the formula SiRfRgRh, where Rf, Rg and Rh are the same or different and are C1-C8-alkyl for example, R1 is a radical —C(═O)—R11 or a radical SiR12R13R14 R2 are the same or different and are C1-C8-alkyl for example; R3 are the same or different and are for example C1-C8-alkyl or both radicals R3 together form a linear C1-C4-alkenyl, which is unsubstituted or has 1 to 6 methyl groups as substituents.