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【结 构 式】 
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【分子编号】60341 【品名】1-({[4,4-dibromo-2-methyl-1-(1-methylundecyl)-3-butenyl]oxy}methyl)-4-(methyloxy)benzene; 4,4-dibromo-2-methyl-1-(1-methylundecyl)-3-butenyl [4-(methyloxy)phenyl]methyl ether 【CA登记号】 |
【 分 子 式 】C25H40Br2O2 【 分 子 量 】532.3994 【元素组成】C 56.4% H 7.57% Br 30.02% O 6.01% |
合成路线1
该中间体在本合成路线中的序号：(XIII)Alkenylboronic acid (XV): The intermediate tetradecyl aldehyde derivative (XII) has been obtained by an already reported sequence (see scheme no. 23979101a, intermediates (I) to (XVII)) starting from decanal (XI). The reaction of aldehyde (XII) with CBr4 and PPh3 in dichloromethane gives the dibromovinyl derivative (XIII), which is treated with BuLi and Me-I in THF to yield the alkyne (XIV). Finally, this compound is condensed with catecholborane to provide the target alkenylboronic acid (XV).
| 【1】 Kobayashi, S.; Mori, K.; Wakabayashi, T.; Yasuda, S.; Hanada, K.; Convergent total synthesis of khafrefungin and its inhibitory activity of fungal sphigolipid syntheses. J Org Chem 2001, 66, 16, 5580. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XI) | 31059 | decanal | 112-31-2 | C10H20O | 详情 | 详情 |
| (XII) | 47171 | (2R,3R,4S)-3-[(4-methoxybenzyl)oxy]-2,4-dimethyltetradecanal | C24H40O3 | 详情 | 详情 | |
| (XIII) | 60341 | 1-({[4,4-dibromo-2-methyl-1-(1-methylundecyl)-3-butenyl]oxy}methyl)-4-(methyloxy)benzene; 4,4-dibromo-2-methyl-1-(1-methylundecyl)-3-butenyl [4-(methyloxy)phenyl]methyl ether | C25H40Br2O2 | 详情 | 详情 | |
| (XIV) | 60342 | 1-({[2-methyl-1-(1-methylundecyl)-3-pentynyl]oxy}methyl)-4-(methyloxy)benzene; methyl 4-({[2-methyl-1-(1-methylundecyl)-3-pentynyl]oxy}methyl)phenyl ether | C26H42O2 | 详情 | 详情 | |
| (XV) | 60343 | 1,3,5-trimethyl-4-({[4-(methyloxy)phenyl]methyl}oxy)-1-pentadecenylboronic acid | C26H45BO4 | 详情 | 详情 |