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【结 构 式】 
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【分子编号】56352 【品名】benzyl (4R)-4-[((2S)-2-{[(2R)-2-({(2S,3R,4R,5S,6R)-3-(acetylamino)-5-{[(2S,3R,4R,5S,6R)-3-(acetylamino)-4-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-2-(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-4-yl}oxy)propanoyl]amino}propanoyl)amino]-5-amino-5-oxopentanoate 【CA登记号】 |
【 分 子 式 】C55H69N5O16 【 分 子 量 】1056.17696 【元素组成】C 62.55% H 6.58% N 6.63% O 24.24% |
合成路线1
该中间体在本合成路线中的序号：(XXXV)Coupling of acid (XXXIII) with the dipeptide amide (XIV) was conducted with DCC and NHS as the activating agents to give the lactoyl-dipeptide derivative (XXXIV). Hydrolytic removal of the isopropylidene ketal provided diol (XXXV). The benzyl groups of (XXXV) were finally removed by hydrogenolysis in the presence of Pd/C to afford the title compound.
| 【1】 Kiso, M.; et al.; Synthesis and immunoadjuvant activities of the repeating, disaccharide-dipeptide unit of the bacterial, cell-wall peptidoglycan and of some carbohydrate analogs. Carbohydr Res 1982, 104, 2, 253. |
| 【2】 Kiso, M.; et al.; A general, convenient synthesis of the repeating, disaccharide-dipeptide unit of the bacterial, cell-wall peptidoglycan by the oxazoline method. Carbohydr Res 1980, 83, 1, C8. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XIV) | 27130 | benzyl (4R)-5-amino-4-[[(2S)-2-aminopropanoyl]amino]-5-oxopentanoate | C15H21N3O4 | 详情 | 详情 | |
| (XXXIII) | 56350 | (2R)-2-({(2R,3S,4R,5R,6S)-3-{[(4aR,6R,7R,8R,8aS)-7-(acetylamino)-8-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy}-5-(acetylamino)-6-(benzyloxy)-2-[(benzyloxy)methyl]tetrahydro-2H-pyran-4-yl}oxy)propanoic acid | C43H54N2O13 | 详情 | 详情 | |
| (XXXIV) | 56351 | benzyl (4R)-4-[((2S)-2-{[(2R)-2-({(2R,3S,4R,5R,6S)-3-{[(4aR,6R,7R,8R,8aS)-7-(acetylamino)-8-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy}-5-(acetylamino)-6-(benzyloxy)-2-[(benzyloxy)methyl]tetrahydro-2H-pyran-4-yl}oxy)propanoyl]amino}propanoyl)amino]-5-amino-5-oxopentanoate | C58H73N5O16 | 详情 | 详情 | |
| (XXXV) | 56352 | benzyl (4R)-4-[((2S)-2-{[(2R)-2-({(2S,3R,4R,5S,6R)-3-(acetylamino)-5-{[(2S,3R,4R,5S,6R)-3-(acetylamino)-4-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-2-(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-4-yl}oxy)propanoyl]amino}propanoyl)amino]-5-amino-5-oxopentanoate | C55H69N5O16 | 详情 | 详情 |