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【结 构 式】 
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【药物名称】LY-307853 【化学名称】(3S,6S,9S,11R,15S,18S,20R,21R,24S,25R,26S)-6-[1(S),2(S)-Dihydroxy-2-[4-(phosphonooxy)phenyl]ethyl]-11,20,21,25-tetrahydroxy-3,15-bis[1(R)-hydroxyethyl]-26-methyl-18-(4''-pentyloxy-p-terphenyl-4-carboxamido)-1,4,7,13,16,22-hexaazatricyclo[22.3.0.0(9,13)]heptacosane-2,5,8,14,17,23-hexaone sodium salt 【CA登记号】 【 分 子 式 】C58H73N7NaO20P 【 分 子 量 】1242.22701 |
【开发单位】Lilly (Originator) 【药理作用】Antifungal Agents, ANTIINFECTIVE THERAPY, 1,3-beta-Glucan Synthase Inhibitors, Echinocandins |
合成路线1
The synthesis of LY-307853 (the phosphate prodrug of LY-303366) has been performed: The phosphorylation of LY-303366 (I) with tetrabenzyl pyrophosphate (II) by means of LiOH in DMF gives dibenzyl phosphate (III), which is finally debenzylated by hydrogenation with H2 over Pd/C in the presence of sodium acetate.
| 【1】 Udodong, U.E.; et al.; Studies on the phosphorylation of LY303366. Tetrahedron Lett 1998, 39, 34, 6115. |
| 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) | 16118 | (2R,6S,9S,11R,12R,14aS,15S,16S,20S,23S,25aS)-9-amino-23-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-2,11,12,15-tetrahydroxy-6,20-bis[(1R)-1-hydroxyethyl]-16-methylhexadecahydro-1H-dipyrrolo[2,1-c:2,1-l][1,4,7,10,13,16]hexaazacyclohenicosine-5,8,14,19,22,25(9H,25aH)-hexone | C34H51N7O15 | 详情 | 详情 | |
| (II) | 27036 | Tetrabenzyl diphosphate; Tetrabenzyl pyrophosphate; Pyrophosphoric acid tetrabenzyl ester; 1,1,3,3-tetrakis(benzyloxy)-3-oxo-1lambda(5),3lambda(5)-diphosphoxan-1-one | 990-91-0 | C28H28O7P2 | 详情 | 详情 |
| (III) | 27037 | (2R,6S,9S,11R,12R,14aS,15S,16S,20S,23S,25aS)-9-Amino-23-[(1S,2S)-2-[4-(dibenzylphosphoryloxy)phenyl]-1,2-dihydroxyethyl]-2,11,12,15-tetrahydroxy-6,20-bis(1(R)-hydroxyethyl)-.16-methyloctadecahydro-1H-dipyrrolo[2,1-c:2,1-l][1,4,7,10,13,16]hexaazacyclohenicosine-5,8,14,19,22,25-hexaone | C48H64N7O18P | 详情 | 详情 |