|
【结 构 式】 
|
【分子编号】58151 【品名】 【CA登记号】 |
【 分 子 式 】C122H156O51 【 分 子 量 】2438.55004 【元素组成】C 60.09% H 6.45% O 33.46% |
合成路线1
该中间体在本合成路线中的序号：(XXI)After acidic hydrolysis of the benzylidene acetal of (XVIII), esterification with 1-(benzoyloxy)-benzotriazole leads to (XIX). This is then coupled with a third moiety of disaccharide thioglycoside (VII), producing (XX).
| 【1】 Petitou, M.; Herbert, J.-M.; Duchaussoy, P.; Basten, J.; Dreef-Tromp, C.; Driguez, P.-A.; Van Boeckel, C. (Akzo Nobel N.V.; Sanofi-Synthélabo); Synthetic polysaccharides, their method of production and pharmaceutical compsns. containing same. EP 1049721; FR 2773804; US 6528497; WO 9936443 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XVIII) | 58149 | C68H112O35 | 详情 | 详情 | ||
| (XIX) | 58150 | C69H114O35 | 详情 | 详情 | ||
| (XX) | 58138 | (2R,4aR,6R,7R,8S,8aR)-7-(benzoyloxy)-6-{[(2R,3S,4S,5R,6S)-4,5-bis(benzoyloxy)-2-[(benzoyloxy)methyl]-6-(ethylsulfanyl)tetrahydro-2H-pyran-3-yl]oxy}-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-yl benzoate | C56H50O15S | 详情 | 详情 | |
| (XXI) | 58151 | C122H156O51 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(XX)The nonasaccharide (XX) is transformed into (XXI) by the sequence of benzoate esters hydrolysis, O-methylation, acetal hydrolysis, and selective mono-benzoylation, following the same methods as above. The free hydroxyl group of (XXI) is subsequently protected by esterification with levulinic acid (XXII) to give levulinate ester (XXIII). Opening of the 1,6-anhydroglucose unit of (XXIII) is then accomplished by treatment with acetic anhydride in the presence of acetic acid and trifluoroacetic acid, producing (XXIV).
| 【1】 Petitou, M.; Herbert, J.-M.; Duchaussoy, P.; Basten, J.; Dreef-Tromp, C.; Driguez, P.-A.; Van Boeckel, C. (Akzo Nobel N.V.; Sanofi-Synthélabo); Synthetic polysaccharides, their method of production and pharmaceutical compsns. containing same. EP 1049721; FR 2773804; US 6528497; WO 9936443 . |