57918-24-8Relevant articles and documents
A epirubicin erythromycin intermediate compound
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, (2019/02/13)
The invention belongs to the field of organic chemistry, and in particular discloses a key intermediate epirubicin of erythromycin, its synthetic method and preparing the use of erythromycin in the epirubicin. The one preferred embodiment of this invention to (2 R, 6 S) - 6 - methoxy - 2 - methyl - 6 H - pyran - 3 - ons starting material, through reducing the double bond, halogenated, ammoniation, chiral separation, through the trifluoroacetyl group for protecting amino group, chloro can be obtained after the intermediate VI, with intermediate VI [...] by sodium borohydride reduction, de-trifluoroacetic acyl shall epirubicin than star intermediate body surface daunomycin. The full synthetic route has the short steps, mild reaction conditions, high yield, after treatment is convenient and the like, has good industrial prospects.
Epirubicin hydrochloride intermediate compound IV
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, (2017/09/01)
The invention provides a novel intermediate and a new route for synthesizing epirubicin hydrochloride by using the intermediate. The route is simple, cheap and efficient, and meanwhile, the problems that the intermediate generated by an existing epirubicin hydrochloride synthesis route is instable in water and easy to decompose and the whole route is low in yield are solved. In order to better achieve energy conservation and emission reduction, a cheap and available reagent is utilized by the route; and meanwhile, removable selective protection means are adopted, so that the generated impurities are few, the purity is high and the yield is high.
EPIMERIZATION OF 4'-C BOND AND MODIFICATION OF 14-CH3-(CO)-FRAGMENT IN ANTHRACYCLIN ANTIBIOTICS
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Page/Page column 12-13, (2008/06/13)
A method of synthesizing Rl, R2-substituted-4' (ax. or eq.)-OH anthracyclines and their corresponding salts of Formula (1) from daunorubicin or N-Trifluoroacetyl-4- Rl - derivatives of daunorubicin, wherein Rl is defined as H, OH, and 4'-HO is defined as ax[ial]. The method includes producing N-Trifluoroacetyl daunorubicin and treating the N- Trifluoroacetyldaunorubicin or N-Trifluoroacetyl-4-R1 -derivatives of daunorubicin, wherein R1 is defined as H, OH, with dimethylsulfoxide activated by different acylating agents. The attained intermediate product is then treated with a strong base (ex. tertiary amines) resulting in the 4 -keto-N-Trifluoroacetyl-4-R1 daunorubicin wherein Ri is defined as H, OH, OMe. The 4-keto-N-Trifluoroacetyl-4-R1 -daunorubicin is reacted with a reducing agent, a derivative of a borohydride of an alkaline metal MHBL3 ,to produce N- Trifluoroacetyl-4'-epi-4-R1 -daunorubicin. The N-Trifluoroacetyl-4'-epi-4-R1 -daunorubicin undergoes hydrolysis in a basic solution to produce a derivate of an anthoacyclin which is halogenized [by complex halogenidesjto form a 14-Hal-derivative. This result is then hydrolyzed by well-known methods in the presence of a formate of an alkaline metal to form the desired final compound.
