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【结 构 式】 
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【分子编号】33680 【品名】(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy]tetrahydro-2H-pyran-3,4,5-triol 【CA登记号】 |
【 分 子 式 】C12H22O11 【 分 子 量 】342.30008 【元素组成】C 42.11% H 6.48% O 51.41% |
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：(I)2,2',3,3'-Tetra-O-benzyl-alpha,alpha-trehalose (III) was prepared by condensation of trehalose (I) with benzaldehyde, followed by alkylation of the resulting bisbenzylidene derivative (II) with benzyl chloride and then acid hydrolysis of the benzylidene ketal. Acylation of (III) with octanoyl chloride (IV) in the presence of pyridine provided diester (V). Finally, catalytic hydrogenolysis of the benzyl protecting groups yielded the title compound.
| 【1】 Fukushi, K. (SSP Co., Ltd.); Antitumor formulation containing lipopolysaccharide with trehalose derivs.. US 4612304 . |
| 【2】 Kukita, K.; Shibata, A.; Katori, T.; Nishikawa, Y.; Yoshimoto, K. (SSP Co., Ltd.); alphaalpha-Trehalose-6,6'-middle chained aliphatic acid diester and a pharmaceutical agent containing the same. DE 3241199; FR 2534259; GB 2133399 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 33680 | (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy]tetrahydro-2H-pyran-3,4,5-triol | C12H22O11 | 详情 | 详情 | |
| (II) | 33681 | (4aR,6R,7R,8R,8aS)-6-[[(4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol | C26H30O11 | 详情 | 详情 | |
| (III) | 33682 | (2R,3S,4S,5R,6R)-4,5-bis(benzyloxy)-6-[[(2R,3R,4S,5S,6R)-3,4-bis(benzyloxy)-5-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy]-2-(hydroxymethyl)tetrahydro-2H-pyran-3-ol | C40H46O11 | 详情 | 详情 | |
| (IV) | 11123 | Octanoyl chloride; n-Caprylyl chloride;Capryloyl chloride | 111-64-8 | C8H15ClO | 详情 | 详情 |
| (V) | 33683 | [(2R,3S,4S,5R,6R)-4,5-bis(benzyloxy)-6-([(2R,3R,4S,5S,6R)-3,4-bis(benzyloxy)-5-hydroxy-6-[(octanoyloxy)methyl]tetrahydro-2H-pyran-2-yl]oxy)-3-hydroxytetrahydro-2H-pyran-2-yl]methyl octanoate | C56H74O13 | 详情 | 详情 |
Extended Information