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【结 构 式】

【分子编号】40232

【品名】 

【CA登记号】

【 分 子 式 】C38H55N15O11S

【 分 子 量 】930.0152

【元素组成】C 49.08% H 5.96% N 22.59% O 18.92% S 3.45%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(XVII)

Application of the sulfoxide glycosylation method to a mixture of disaccharide (XIII) and trisaccharide (XIV) generated the pentasaccharide core (XV). After cleavage of the trimethylsilyl ether of (XV) with HF.Pyr, methylation with iodomethane and NaH produced methyl ether (XVI). Installation of a further methoxy group in the alpha-position of the sulfide was achieved by oxidation with mercuric trifluoroacetate in the presence of MeOH, yielding (XVII). Desulfurization and simultaneous reduction of all azido groups of (XVII) by hydrogenation over PtO-2 furnished (XVIII).

1 Xuereb, H.; et al.; Design of an Oligosaccharide Scaffold that binds in the minor groove of DNA. J Am Chem Soc 2000, 122, 9, 1883-90.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XIII) 40228 (2S,4S,5S,6S)-4-azido-5-([(2R,4S,5S,6S)-4-azido-6-methyl-5-[(trimethylsilyl)oxy]tetrahydro-2H-pyran-2-yl]oxy)-6-methyltetrahydro-2H-pyran-2-yl phenyl sulfoxide; [((2S,3S,4S,6R)-4-azido-6-[[(2S,3S,4S,6S)-4-azido-2-methyl-6-(phenylsulfinyl)tetrahydro-2H-pyran-3-yl]oxy]-2-methyltetrahydro-2H-pyran-3-yl)oxy](trimethyl)silane C21H32N6O5SSi 详情 详情
(XIV) 40229 (2S,3S,4S,6S)-4-azido-6-[((2S,3S,4S,6S)-4-azido-6-[[(2S,3S,4S,6S)-4-azido-2-methyl-6-(phenylsulfanyl)tetrahydro-2H-pyran-3-yl]oxy]-2-methyltetrahydro-2H-pyran-3-yl)oxy]-2-methyltetrahydro-2H-pyran-3-ol C24H33N9O6S 详情 详情
(XV) 40230   C39H59N15O10SSi 详情 详情
(XVI) 40231   C37H53N15O10S 详情 详情
(XVII) 40232   C38H55N15O11S 详情 详情
(XVIII) 40233   C32H61N5O11 详情 详情
Extended Information