Method for synthesizing azithromycin intermediate through one-pot method
The invention discloses a method for synthesizing an azithromycin intermediate by a one-pot method, which is characterized in that erythromycin thiocyanate is used as an initial raw material, oximation, rearrangement and reduction reaction are sequentially performed to obtain the azithromycin interm...
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| creator | LEE DONG-KEON WANG CHAOFEI FAN SONG HAO DONGLIANG ZHU LIQIANG RAN XIANGJU WANG SHICHUAN MENG LINGHUA LI ZHUOHUA HUANG XINYU ZHAI CHANGJUN |
| description | The invention discloses a method for synthesizing an azithromycin intermediate by a one-pot method, which is characterized in that erythromycin thiocyanate is used as an initial raw material, oximation, rearrangement and reduction reaction are sequentially performed to obtain the azithromycin intermediate 9-deoxy-9a-aza-9a-cis-erythromycin A, and the three steps of reaction are completed by the one-pot method. Malonyl chloride and N, N-dimethyl-n-octylamine are introduced in the rearrangement reaction step and serve as a rearrangement reagent and an acid-binding agent respectively, malonyl chloride can be quenched after water is added, no solid is separated out after dichloromethane is subjected to reduced-pressure evaporation, and the next-step reaction can be directly carried out; the N, N-dimethyl-n-octylamine can be used as a cationic surfactant to play a defoaming role in the reduction reaction, and the reaction process is not influenced after the two materials enter the reduction reaction; a hydrolysis |
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Malonyl chloride and N, N-dimethyl-n-octylamine are introduced in the rearrangement reaction step and serve as a rearrangement reagent and an acid-binding agent respectively, malonyl chloride can be quenched after water is added, no solid is separated out after dichloromethane is subjected to reduced-pressure evaporation, and the next-step reaction can be directly carried out; the N, N-dimethyl-n-octylamine can be used as a cationic surfactant to play a defoaming role in the reduction reaction, and the reaction process is not influenced after the two materials enter the reduction reaction; a hydrolysis</description><language>chi ; eng</language><subject>CHEMISTRY ; DERIVATIVES THEREOF ; METALLURGY ; NUCLEIC ACIDS ; NUCLEOSIDES ; NUCLEOTIDES ; ORGANIC CHEMISTRY ; SUGARS</subject><creationdate>2024</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=20240726&DB=EPODOC&CC=CN&NR=118388564A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76547</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=20240726&DB=EPODOC&CC=CN&NR=118388564A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>LEE DONG-KEON</creatorcontrib><creatorcontrib>WANG CHAOFEI</creatorcontrib><creatorcontrib>FAN SONG</creatorcontrib><creatorcontrib>HAO DONGLIANG</creatorcontrib><creatorcontrib>ZHU LIQIANG</creatorcontrib><creatorcontrib>RAN XIANGJU</creatorcontrib><creatorcontrib>WANG SHICHUAN</creatorcontrib><creatorcontrib>MENG LINGHUA</creatorcontrib><creatorcontrib>LI ZHUOHUA</creatorcontrib><creatorcontrib>HUANG XINYU</creatorcontrib><creatorcontrib>ZHAI CHANGJUN</creatorcontrib><title>Method for synthesizing azithromycin intermediate through one-pot method</title><description>The invention discloses a method for synthesizing an azithromycin intermediate by a one-pot method, which is characterized in that erythromycin thiocyanate is used as an initial raw material, oximation, rearrangement and reduction reaction are sequentially performed to obtain the azithromycin intermediate 9-deoxy-9a-aza-9a-cis-erythromycin A, and the three steps of reaction are completed by the one-pot method. 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| title | Method for synthesizing azithromycin intermediate through one-pot method |
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