【药物名称】ME-2303, FAD-104
化学结构式(Chemical Structure):
参考文献No.8719
标题:Novel anthracycline derivs., a process for preparing them and their use as medicaments
作者:Umezawa, H.; Umezawa, S.; Tsuchiya, T.; Takeuchi, T.; Takagi, Y.; Yoneda, T.; Fukatsu, S. (Microbial Chemistry Research Foundation)
来源:EP 0275431; JP 1988141992
合成路线图解说明:

The condensation of (XII) with monosodium pimelate (XIII) in acetone - water yields the protected hemipimelate (XIV), which is finally treated with hot acetic acid - water.

参考文献No.87840
标题:Synthesis and antitumor activities of 14-O-acyl derivatives of 7-O-(2, 6-dideoxy-2-fluoro-alpha-L-talopyranosyl)adriamycin
作者:Tsuchiya, T.; Takagi, Y.; Umezawa, S.; Takeuchi, T.; Komuro, K.; Nosaka, C.; Umezawa, H.; Fukatsu, S.; Yoneta, T.
来源:J Antibiot 1988,41(7),988-91
合成路线图解说明:

The condensation of (XII) with monosodium pimelate (XIII) in acetone - water yields the protected hemipimelate (XIV), which is finally treated with hot acetic acid - water.

参考文献No.87841
标题:Biological properties of ME2303 (FAD-104), a new anthracycline
作者:Omoto, S.; Kondo, S.; Fukatsu, S.; Takeuchi, T.; Umezawa, K.; Tsuchiya, T.; Umezawa, S.
来源:Drug Exp Clin Res 1988,14(7),435-9
合成路线图解说明:

L-Fucose (I) is converted successively to its methyl glucoside (II), the 3,4-O-isopropylidene derivative (III), the 2-O-acetyl derivative (IV), the 2-O-acetyl-L-methylfucoside (V), the tosylate (VI), the 4-O-benzyl derivative (VII) and finally, through various steps, the 3,4-O-diacetyl-2,6-dideoxy-2-fluoro-alpha-L-talopyranosyl bromide (VIII). The condensation of (VIII) with daunomycinone (IX) gives the daunomycin derivative (X), which is converted to the isopropylidene derivative (XI). The bromination of (XI) affords the bromo derivative (XII).

合成路线图解说明:

The condensation of (XII) with monosodium pimelate (XIII) in acetone - water yields the protected hemipimelate (XIV), which is finally treated with hot acetic acid - water.

参考文献No.103347
标题:ME2303
作者:Hoshi, A.; Prous, J.; Casta馿r, J.
来源:Drugs Fut 1989,14(8),756
合成路线图解说明:

L-Fucose (I) is converted successively to its methyl glucoside (II), the 3,4-O-isopropylidene derivative (III), the 2-O-acetyl derivative (IV), the 2-O-acetyl-L-methylfucoside (V), the tosylate (VI), the 4-O-benzyl derivative (VII) and finally, through various steps, the 3,4-O-diacetyl-2,6-dideoxy-2-fluoro-alpha-L-talopyranosyl bromide (VIII). The condensation of (VIII) with daunomycinone (IX) gives the daunomycin derivative (X), which is converted to the isopropylidene derivative (XI). The bromination of (XI) affords the bromo derivative (XII).

合成路线图解说明:

The condensation of (XII) with monosodium pimelate (XIII) in acetone - water yields the protected hemipimelate (XIV), which is finally treated with hot acetic acid - water.

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