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【结 构 式】 
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【分子编号】27441 【品名】(6S,9S,12S)-6-benzyl-9-([[(9H-fluoren-9-ylmethoxy)carbonyl]amino]methyl)-12-isobutyl-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid 【CA登记号】 |
【 分 子 式 】C38H46N4O8 【 分 子 量 】686.8054 【元素组成】C 66.46% H 6.75% N 8.16% O 18.64% |
合成路线1
该中间体在本合成路线中的序号：(V)The solid phase method for the synthesis of peptides is here used starting with a phenylacetamidomethyl resin coupled with boc-protected-L-leucine (I), which was coupled successively with protected L-2,3-diaminopropionic acid (II) yielding dipeptide (III), with protected L-phenylalanine (IV), yielding tripeptide (V), with protected L-tryptophan (VI) yielding tetrapeptide (VII), and with protected L-aspartic acid (VIII), yielding pentapeptide (IX). The cyclization of (IX) by selective deprotection of the side chains of diaminopropionic acid and aspartic acid with piperidine in DMF, followed by cyclization by means of PyBop and DIEA in DMF affords the cyclic pentapeptide (X).
| 【1】 Lombardi, A.; D'Agostino, B.; Filippelli, A.; Pedone, C.; Matera, M.G.; Falciani, M.; De Rosa, M.; Rossi, F.; Pavone, V.; Neuronorm is a potent and water soluble neurokinin A receptor antagonist. Bioorg Med Chem Lett 1998, 8, 13, 1735. |
| 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) | 26057 | L-Leucine | 61-90-5 | C6H13NO2 | 详情 | 详情 |
| (II) | 27439 | (2S)-2-[(tert-butoxycarbonyl)amino]-3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]propionic acid | C23H26N2O6 | 详情 | 详情 | |
| (III) | 27440 | (2S)-2-[((2S)-2-[(tert-butoxycarbonyl)amino]-3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]propanoyl)amino]-4-methylpentanoic acid | C29H37N3O7 | 详情 | 详情 | |
| (IV) | 12874 | (2R)-2-[(tert-Butoxycarbonyl)amino]-3-phenylpropionic acid; N-alpha-t-BOC-L-Phenylalanine | 13734-34-4 | C14H19NO4 | 详情 | 详情 |
| (V) | 27441 | (6S,9S,12S)-6-benzyl-9-([[(9H-fluoren-9-ylmethoxy)carbonyl]amino]methyl)-12-isobutyl-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid | C38H46N4O8 | 详情 | 详情 | |
| (VI) | 25478 | (2S)-2-[(tert-butoxycarbonyl)amino]-3-(1-formyl-1H-indol-3-yl)propionic acid | C17H20N2O5 | 详情 | 详情 | |
| (VII) | 27442 | (6S,9S,12S,15S)-9-benzyl-12-([[(9H-fluoren-9-ylmethoxy)carbonyl]amino]methyl)-6-[(1-formyl-1H-indol-3-yl)methyl]-15-isobutyl-2,2-dimethyl-4,7,10,13-tetraoxo-3-oxa-5,8,11,14-tetraazahexadecan-16-oic acid | C50H56N6O10 | 详情 | 详情 | |
| (VIII) | 27443 | (2S)-2-[(tert-butoxycarbonyl)amino]-4-(9H-fluoren-9-ylmethoxy)-4-oxobutyric acid | C23H25NO6 | 详情 | 详情 | |
| (IX) | 27444 | (6S,9S,12S,15S,18S)-12-benzyl-15-([[(9H-fluoren-9-ylmethoxy)carbonyl]amino]methyl)-6-[2-(9H-fluoren-9-ylmethoxy)-2-oxoethyl]-9-[(1-formyl-1H-indol-3-yl)methyl]-18-isobutyl-2,2-dimethyl-4,7,10,13,16-pentaoxo-3-oxa-5,8,11,14,17-pentaazanonadecan-19-oic acid | C68H71N7O13 | 详情 | 详情 | |
| (X) | 27445 | (2S)-2-([[(3S,6S,9S,12S)-6-benzyl-12-[(tert-butoxycarbonyl)amino]-9-(1H-indol-3-ylmethyl)-5,8,11,14-tetraoxo-1,4,7,10-tetraazacyclotetradecan-3-yl]carbonyl]amino)-4-methylpentanoic acid | C38H49N7O9 | 详情 | 详情 |