HRID488684

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：COC(=O)N[C@@H](Cc1ccc(N(C(=O)C(=O)OCc2ccccc2)c2ccccc2C(=O)OC(c2ccccc2)c2ccccc2)cc1)C(=O)NCCCCOc1cc2ccccc2c(O)c1C(=O)OC

HCID86585332

未命名化合物

PRODUCTS

生成物

结构：COC(=O)N[C@@H](Cc1ccc(N(C(=O)C(=O)O)c2ccccc2C(=O)O)cc1)C(=O)NCCCCOc1cc2ccccc2c(O)c1C(=O)OC

HCID10190294

未命名化合物

收率 56.1%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

溶剂HCID31275

1,4-Dioxane

C4H8O2

PROCEDURE

实验过程

To methyl 3-(4-{[4-{{2-[(benzhydryloxy)carbonyl]phenyl}[(benzyloxy)(oxo)acetyl]amino}-N-(methoxycarbonyl)-L-phenylalanyl]amino}butoxy)-1-hydroxy-2-naphthoate (32 mg, 0.033 mmol) in dioxane (1 mL) under N2 was added 10% Pd—C (5 mg) followed by 60% HClO4 (1 drop). The reaction was stirred under 1 atmosphere of H2 for 4 hours and filtered. The solution was applied to a reverse phase HPLC column and purified by eluting with 0% to 70% gradient of acetonitrile/0.1% aqueous trifluoroacetic acid to provide the titled compound (13 mg, 56%).

WORKUP

后处理

filtrationfiltered
custompurified
washby eluting with 0% to 70% gradient of acetonitrile/0.1% aqueous trifluoroacetic acid

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b341210c119e4c468a4aa5756f13f1d7
来源数据集: uspto-grants-2005_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06972340B2
来源说明: uspto-grants-2005_12

反应 SMILES

C([O:14][C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N:23]([C:60](=[O:71])[C:61]([O:63]CC1C=CC=CC=1)=[O:62])[C:24]1[CH:59]=[CH:58][C:27]([CH2:28][C@@H:29]([C:35]([NH:37][CH2:38][CH2:39][CH2:40][CH2:41][O:42][C:43]2[C:44]([C:54]([O:56][CH3:57])=[O:55])=[C:45]([OH:53])[C:46]3[C:51]([CH:52]=2)=[CH:50][CH:49]=[CH:48][CH:47]=3)=[O:36])[NH:30][C:31]([O:33][CH3:34])=[O:32])=[CH:26][CH:25]=1)=[O:16])(C1C=CC=CC=1)C1C=CC=CC=1>O1CCOCC1.[Pd]>[C:61]([C:60]([N:23]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[C:15]([OH:16])=[O:14])[C:24]1[CH:59]=[CH:58][C:27]([CH2:28][C@@H:29]([C:35]([NH:37][CH2:38][CH2:39][CH2:40][CH2:41][O:42][C:43]2[C:44]([C:54]([O:56][CH3:57])=[O:55])=[C:45]([OH:53])[C:46]3[C:51]([CH:52]=2)=[CH:50][CH:49]=[CH:48][CH:47]=3)=[O:36])[NH:30][C:31]([O:33][CH3:34])=[O:32])=[CH:26][CH:25]=1)=[O:71])([OH:63])=[O:62]