Synthesis of sulfomycin derivant

The present invention discloses a method for synthesizing a thienamycin derivative, which uses (3S, 4R)-3-[(1R)-1-(t-butyldilnethylsilyloxy)ethyl]-4-{2-[2-(Boc-amino)ethylsuleenyl]carboxyethyl}-2-azetidinone as a starting material and the commercialized triethyl phosphite as Wittig reagent and adopt...

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Bibliographic Details
Main Authors XIA ZHINING, XIAO SHANGYOU, ZOU XIAOBING, LONG SHA
Format Patent
LanguageChinese
English
Published 18.02.2009
Subjects
ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM
CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
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Summary:The present invention discloses a method for synthesizing a thienamycin derivative, which uses (3S, 4R)-3-[(1R)-1-(t-butyldilnethylsilyloxy)ethyl]-4-{2-[2-(Boc-amino)ethylsuleenyl]carboxyethyl}-2-azetidinone as a starting material and the commercialized triethyl phosphite as Wittig reagent and adopts two steps of reactions (acylation reaction and intramolecular Wittig reaction) to synthesize the thienamycin derivative; because the Wittig reagent does not need to be synthesized independently, the synthesization steps can be simplified, and the reaction cost can be reduced; and the starting material can be prepared from the commercialized (3S, 4R)-3-[(1R)-1-(t-butyldilnethylsilyloxy)ethyl]-4-acetoxy-2-azetidinone by three steps of reactions (allylation reaction, oxidation reaction and esterification reaction). The synthesis method has the advantages of short route, mild reaction conditions, ready availability of materials and low cost, and the obtained thienamycin derivative, which can be used as a midbody, is
Bibliography:Application Number: CN20081232808