公开(公告)号：US20170183314A1

公开(公告)日：2017-06-29

申请号：US15038973

申请日：2014-01-10

Applicant: FUDAN UNIVERSITY

Inventor： FENER CHEN ,  Fangjun XIONG ,  Jie LI ,  Pingping ZHAN ,  Lingjun XU ,  Qiuqin HE ,  Wenxue CHEN ,  Xiayun Huang ,  Yan WU

IPC: C07D239/42

CPC classification number: C07D239/42 ,  A61K31/505

Abstract: The present invention belongs to the technical field of organic chemistry, and specifically relates to a method for preparing rosuvastatin sodium. The method of the invention comprises: reducing 4-p-fluorophenyl-6-isopropyl-2-(N-methyl-methylsulfonylamino)pyrimidine-5-carboxylic acid (VII) in the presence of a borohydride, an alkyl-substituted chlorosilane and an assistance in an organic solvent to prepare 4-p-fluorophenyl-5-hydroxymethyl-6-isopropyl-2-(N-methyl-methylsulfonylamino) pyrimidine (VIII); then performing a reaction of the compound VIII with a triphenyl phosphonium salt in an organic solvent to prepare a ((4-p-fluorophenyl-6-isopropyl-2-(N-methyl-methylsulfonylamino)-5-pyridyl)-methyl)triphenyl phosphonium salt (IX); performing a stereoselective Michael addition reaction of (S)-trans-4,5-dihydroxy-pent-2-olefine acid ester (II) with furfural (III) to prepare a 2-((4R,6S)-2-(furan-2-yl)-6-hydroxymethyl-1,3-dioxane-4-yl)acetate (IV); oxidizing the compound IV to prepare a 2-((4R,6S)-2-(furan-2-yl)-6-formacyl-1,3-dioxane-4-yl)acetate (V); performing an olefination reaction of the compound V with the (4-p-fluorophenyl-6-isopropyl-2-(N-methyl-methylsulfonylamino)pyrimid-5-yl)-methyl triphenyl substituted phosphonium salt (IX) or phosphate to prepare 2-((4R,6S)-6-(trans-2-(4-p-fluorophenyl-6-isopropyl-2-(N-methyl-methylsulfonylamino)pyrimid-5-yl)vinyl)-2-(furan-2-yl)-1,3-dioxane-4-yl)acetate (VI); and performing deprotection and sodium salt formation of compound VI to prepare rosuvastatin sodium (I). The method has easily obtainable raw materials, and is simple to operate and suitable for industrial productions.

公开(公告)号：US20160326085A1

公开(公告)日：2016-11-10

申请号：US15106194

申请日：2013-12-18

Applicant: FUDAN UNIVERSITY

Inventor： Fener CHEN ,  Qiuqin HE ,  Fangjun XIONG ,  Wenxue CHEN

IPC: C07C57/30 ,  B01J37/04 ,  C07C57/40 ,  C07C57/58 ,  C07C59/64 ,  C07C59/86 ,  C07C59/68 ,  B01J31/04 ,  C07C51/41

CPC classification number: C07C57/30 ,  B01J31/04 ,  B01J31/2239 ,  B01J37/04 ,  B01J2231/40 ,  B01J2531/004 ,  B01J2531/26 ,  C07C51/00 ,  C07C51/41 ,  C07C51/412 ,  C07C51/418 ,  C07C57/40 ,  C07C57/58 ,  C07C59/64 ,  C07C59/68 ,  C07C59/86 ,  C07C2601/08

Abstract: The present invention belongs to the technical field of chemical catalysts, and particularly relates to a zinc 2-arylpropionate catalyst, a preparation method therefor and use thereof The structural formula of the zinc 2-arylpropionate catalyst of the present invention is one of the following structures. The catalyst can be used for homogeneous catalysis of a 1,2-aryl rearrangement reaction of α-haloarylketal, and especially for synthesis of high yield and environmentally friendly 2-arylpropanonic acid non-steroidal anti-inflammatory analgesic drugs, such as, ibuprofen, ketoprofen, loxoprofen, flurbiprofen, fenoprofen, or naproxen and the like.