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【结 构 式】

【分子编号】42723

【品名】tert-butyl(dimethyl)silyl (2S,3R,4S)-3-[(4-methoxybenzyl)oxy]-2,4-dimethyl-5-hexenyl ether; tert-butyl([(2S,3R,4S)-3-[(4-methoxybenzyl)oxy]-2,4-dimethyl-5-hexenyl]oxy)dimethylsilane

【CA登记号】

【 分 子 式 】C22H38O3Si

【 分 子 量 】378.62742

【元素组成】C 69.79% H 10.12% O 12.68% Si 7.42%

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:(XLIV)

The diol (XLVII) has been obtained as follows: The Swern oxidation of the OH groups of (XLVII) gives the 5-oxohexanal derivative (XLVIII), which is condensed with the phosphonium salt (XXXVI) to yield the iodovinyl derivative (XLIX). Finally, this compound is homologated with vinylzinc bromide (XXXVIII) to afford the target intermediate ketone (XLIII).

1 Hung, D.T.; et al.; Syntheses of discodermolides useful for investigating microtubule binding and stabilization. J Am Chem Soc 1996, 118, 45, 11054.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XVII) 42701 (2S,3R,4S)-1-[[tert-butyl(dimethyl)silyl]oxy]-2,4-dimethyl-5-hexen-3-ol C14H30O2Si 详情 详情
(XXXVI) 42718 (iodomethyl)(triphenyl)phosphonium iodide n/a C19H17I2P 详情 详情
(XXXVIII) 42720 bromo(vinyl)zinc n/a C2H3BrZn 详情 详情
(XLIII) 42722 (3R,4S,5S,6Z)-4-[(4-methoxybenzyl)oxy]-3,5-dimethyl-6,8-nonadien-2-one C19H26O3 详情 详情
(XLIV) 42723 tert-butyl(dimethyl)silyl (2S,3R,4S)-3-[(4-methoxybenzyl)oxy]-2,4-dimethyl-5-hexenyl ether; tert-butyl([(2S,3R,4S)-3-[(4-methoxybenzyl)oxy]-2,4-dimethyl-5-hexenyl]oxy)dimethylsilane C22H38O3Si 详情 详情
(XLV) 42724 (2R,3S,4S)-5-[[tert-butyl(dimethyl)silyl]oxy]-3-[(4-methoxybenzyl)oxy]-2,4-dimethylpentanal C21H36O4Si 详情 详情
(XLVI) 42725 (3S,4S,5S)-6-[[tert-butyl(dimethyl)silyl]oxy]-4-[(4-methoxybenzyl)oxy]-3,5-dimethyl-2-hexanol n/a C22H40O4Si 详情 详情
(XLVII) 42726 (2S,3S,4S)-3-[(4-methoxybenzyl)oxy]-2,4-dimethyl-1,5-hexanediol n/a C16H26O4 详情 详情
(XLVIII) 42727 (2R,3S,4R)-3-[(4-methoxybenzyl)oxy]-2,4-dimethyl-5-oxohexanal C16H22O4 详情 详情
(XLIX) 42728 (3R,4S,5S,6Z)-7-iodo-4-[(4-methoxybenzyl)oxy]-3,5-dimethyl-6-hepten-2-one C17H23IO3 详情 详情
Extended Information