• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】42457

【品名】triethyl[((1R,2S)-1-[2-[(4-methoxybenzyl)oxy]ethyl]-2-methyl-3-butenyl)oxy]silane; 4-methoxybenzyl (3R,4S)-4-methyl-3-[(triethylsilyl)oxy]-5-hexenyl ether

【CA登记号】

【 分 子 式 】C21H36O3Si

【 分 子 量 】364.60054

【元素组成】C 69.18% H 9.95% O 13.16% Si 7.7%

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:(X)

Synthesis of alkyne (XIII). The reaction of the protected aldehyde (VIII) with (-)-(E)-crotyldiisopinocampheylborane (CDICB) by means of BF3/Et2O in THF gives the chiral unsaturated alcohol (IX), which is silylated with Tes-Cl and imidazole, yielding the protected unsaturated diol (X). Oxidation of the double bond of (X) with OsO4 and Pb(OAc)4 in toluene affords the aldehyde (XI), which is treated with CBr4, PPh3 and Et3N in dichloromethane to provide the dibromovinyl compound (XII). Finally, (XII) is treated with BuLi in THF to give the target acetylenic intermediate (XIII).

1 Shimizu, T.; et al.; Total synthesis of reveromycin A. Org Lett 2000, 2, 14, 2153.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(VIII) 42455 3-[(4-methoxybenzyl)oxy]propanal C11H14O3 详情 详情
(IX) 42456 (3R,4S)-1-[(4-methoxybenzyl)oxy]-4-methyl-5-hexen-3-ol C15H22O3 详情 详情
(X) 42457 triethyl[((1R,2S)-1-[2-[(4-methoxybenzyl)oxy]ethyl]-2-methyl-3-butenyl)oxy]silane; 4-methoxybenzyl (3R,4S)-4-methyl-3-[(triethylsilyl)oxy]-5-hexenyl ether C21H36O3Si 详情 详情
(XI) 42458 (2R,3R)-5-[(4-methoxybenzyl)oxy]-2-methyl-3-[(triethylsilyl)oxy]pentanal C20H34O4Si 详情 详情
(XII) 42459 [((1R,2S)-4,4-dibromo-1-[2-[(4-methoxybenzyl)oxy]ethyl]-2-methyl-3-butenyl)oxy](triethyl)silane; (1R,2S)-4,4-dibromo-1-[2-[(4-methoxybenzyl)oxy]ethyl]-2-methyl-3-butenyl triethylsilyl ether C21H34Br2O3Si 详情 详情
(XIII) 42460 triethyl[((1R,2S)-1-[2-[(4-methoxybenzyl)oxy]ethyl]-2-methyl-3-butynyl)oxy]silane; 4-methoxybenzyl (3R,4S)-4-methyl-3-[(triethylsilyl)oxy]-5-hexynyl ether C21H34O3Si 详情 详情
Extended Information