【药物名称】
化学结构式(Chemical Structure):
参考文献No.58002
标题:Glycopeptide antibiotics
作者:Sum, P.-E.; Newman, H.; Greenstein, M.; Sakya, S.; He, H.; Dushin, R.G.; Lang, S.A.; Abbanat, D.R.; Bernan, V.S.; Sutherland, A.G.; Wang, T.-Z.; Ruppen, M.E.; Bailey, A.E.; Chi, P.; Shen, B.; Kong, F.; Lotvin, J.A. (Wyeth)
来源:WO 0285307
合成路线图解说明:

Reaction of mannopeptimycin-alpha (I) with 6-methoxy-2-naphthaldehyde dimethyl acetal (II) under acidic conditions leads to a mixture of regioisomeric naphthylmethylidene acetals (III) and (IV) on the terminal mannose moiety (1-3).

合成路线图解说明:

Reductive ring opening of the mixture of acetals (III) and (IV) by means of NaBH3CN and trifluoroacetic acid produces the corresponding mixture of 2-, 3-, 4- and 6-O-naphthylmethyl ethers, from which the target 4-O-ether is isolated by preparative HPLC (1-3).

参考文献No.58037
标题:Glycopeptide antibiotic
作者:Greenstein, M.; He, H.; Abbanat, D.R.; Bernan, V.S.; Sutherland, A.G.; Ruppen, M.E.; Bailey, A.E.; Lotvin, J.A. (Wyeth)
来源:WO 0286141
合成路线图解说明:

Reaction of mannopeptimycin-alpha (I) with 6-methoxy-2-naphthaldehyde dimethyl acetal (II) under acidic conditions leads to a mixture of regioisomeric naphthylmethylidene acetals (III) and (IV) on the terminal mannose moiety (1-3).

合成路线图解说明:

Reductive ring opening of the mixture of acetals (III) and (IV) by means of NaBH3CN and trifluoroacetic acid produces the corresponding mixture of 2-, 3-, 4- and 6-O-naphthylmethyl ethers, from which the target 4-O-ether is isolated by preparative HPLC (1-3).

参考文献No.725399
标题:Novel ether derivatives of mannopeptimycin glycopeptide antibiotic
作者:Sum, P.-E.; How, D.; Torres, N.; Petersen, P.J.; Lenoy, E.B.; Weiss, W.J.; Mansour, T.S.
来源:Bioorg Med Chem Lett 2003,13(6),1151
合成路线图解说明:

Reaction of mannopeptimycin-alpha (I) with 6-methoxy-2-naphthaldehyde dimethyl acetal (II) under acidic conditions leads to a mixture of regioisomeric naphthylmethylidene acetals (III) and (IV) on the terminal mannose moiety (1-3).

合成路线图解说明:

Reductive ring opening of the mixture of acetals (III) and (IV) by means of NaBH3CN and trifluoroacetic acid produces the corresponding mixture of 2-, 3-, 4- and 6-O-naphthylmethyl ethers, from which the target 4-O-ether is isolated by preparative HPLC (1-3).

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