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【结 构 式】 
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【分子编号】31826 【品名】(3S,6S,9R,12S,15S,18R,21S,24S)-24,27-diamino-12-[2-(benzyloxy)-2-oxoethyl]-9,18,21-triisobutyl-15-isopropyl-6-[(1S)-1-methylpropyl]-3-(10-methylundecyl)-5,8,11,14,17,20,23,27-octaoxo-4-oxa-7,10,13,16,19,22-hexaazaheptacosan-1-oic acid 【CA登记号】 |
【 分 子 式 】C60H102N8O13 【 分 子 量 】1143.516 【元素组成】C 63.02% H 8.99% N 9.8% O 18.19% |
合成路线1
该中间体在本合成路线中的序号：(XVII)The deprotection-coupling procedure was repeated using N-Boc-L-leucine (XIII), and N-Boc-L-glutamine (XV), yielding the depsipeptide resins (XII) and (XIV), respectively. Further cleavage of the Boc group provided the deprotected depsipeptide resin (XVII).
| 【1】 Yanai, M.; Suguroi, T.; Solid-phase synthesis of cyclooctadepsipeptide N-4909 using a cyclization-cleavage method with oxime resin. J Antibiot 1999, 52, 9, 835. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XII) | 31823 | (6S,9S,12S,15R,18S,21S)-12-[2-(benzyloxy)-2-oxoethyl]-6,15-diisobutyl-9-isopropyl-2,2-dimethyl-18-[(1S)-1-methylpropyl]-21-(10-methylundecyl)-4,7,10,13,16,19-hexaoxo-3,20-dioxa-5,8,11,14,17-pentaazatricosan-23-oic acid | C54H91N5O12 | 详情 | 详情 | |
| (XIII) | 31818 | N-(tert-butoxycarbonyl)leucine | C11H21NO4 | 详情 | 详情 | |
| (XIV) | 31824 | (6S,9R,12S,15S,18R,21S,24S)-15-[2-(benzyloxy)-2-oxoethyl]-6,9,18-triisobutyl-12-isopropyl-2,2-dimethyl-21-[(1S)-1-methylpropyl]-24-(10-methylundecyl)-4,7,10,13,16,19,22-heptaoxo-3,23-dioxa-5,8,11,14,17,20-hexaazahexacosan-26-oic acid | C60H102N6O13 | 详情 | 详情 | |
| (XV) | 31820 | (2S)-5-amino-2-[(tert-butoxycarbonyl)amino]-5-oxopentanoic acid | 13726-85-7 | C10H18N2O5 | 详情 | 详情 |
| (XVI) | 31825 | (6S,9S,12R,15S,18S,21R,24S,27S)-6-(3-amino-3-oxopropyl)-18-[2-(benzyloxy)-2-oxoethyl]-9,12,21-triisobutyl-15-isopropyl-2,2-dimethyl-24-[(1S)-1-methylpropyl]-27-(10-methylundecyl)-4,7,10,13,16,19,22,25-octaoxo-3,26-dioxa-5,8,11,14,17,20,23-heptaazano | C65H110N8O15 | 详情 | 详情 | |
| (XVII) | 31826 | (3S,6S,9R,12S,15S,18R,21S,24S)-24,27-diamino-12-[2-(benzyloxy)-2-oxoethyl]-9,18,21-triisobutyl-15-isopropyl-6-[(1S)-1-methylpropyl]-3-(10-methylundecyl)-5,8,11,14,17,20,23,27-octaoxo-4-oxa-7,10,13,16,19,22-hexaazaheptacosan-1-oic acid | C60H102N8O13 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(XVII)Then, liberation from the resin by means of Et3N-AcOH proceded with concomitant cyclization to form the cyclic depsipeptide (XVIII). The benzyl ester group was finally deprotected by hydrogenolysis in the presence of Pd/C.
| 【1】 Yanai, M.; Suguroi, T.; Solid-phase synthesis of cyclooctadepsipeptide N-4909 using a cyclization-cleavage method with oxime resin. J Antibiot 1999, 52, 9, 835. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XVII) | 31826 | (3S,6S,9R,12S,15S,18R,21S,24S)-24,27-diamino-12-[2-(benzyloxy)-2-oxoethyl]-9,18,21-triisobutyl-15-isopropyl-6-[(1S)-1-methylpropyl]-3-(10-methylundecyl)-5,8,11,14,17,20,23,27-octaoxo-4-oxa-7,10,13,16,19,22-hexaazaheptacosan-1-oic acid | C60H102N8O13 | 详情 | 详情 | |
| (XVIII) | 31827 | benzyl 2-[(3S,6R,9S,12S,15R,18S,21S,25S)-21-(3-amino-3-oxopropyl)-6,15,18-triisobutyl-12-isopropyl-3-[(1S)-1-methylpropyl]-25-(10-methylundecyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-9-yl]acetate | C60H100N8O12 | 详情 | 详情 |