HRID1062713

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCOC(=O)C[C@H](NC[C@H](CC(C)C)N1C(=O)N(Cc2ccc(NC(=O)Nc3ccccc3C)c(OC)c2)C(C)(C)C1=O)c1ccccc1.Cl

HCID131725208

未命名化合物

PRODUCTS

生成物

结构：COc1cc(CN2C(=O)N([C@H](CN[C@@H](CC(=O)O)c3ccccc3)CC(C)C)C(=O)C2(C)C)ccc1NC(=O)Nc1ccccc1C.Cl

HCID69139506

未命名化合物

收率 21%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID313

Hydrochloric Acid

ClH

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

A solution of 100 mg (0.149 mmol) of the compound of example 9 in 6N hydrochloric acid and THF was heated at 60° C. for 4 h. The THF was removed in vacuo and the residue was freeze-dried. Following purification by means of preparative HPLC, chromatography over silica gel using dichloromethane/methanol/acetic acid/water (9.5/0.5/0.05/0.05), concentrating the product fractions and freeze-drying in the presence of 2N hydrochloric acid, 20 mg (21%) of the title compound were obtained.

WORKUP

后处理

customThe THF was removed in vacuo
customthe residue was freeze-dried
custompurification by means of preparative HPLC, chromatography over silica gel
concentrationconcentrating the product fractions
dry with materialfreeze-drying in the presence of 2N hydrochloric acid

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4d225b121f24413c82a306cf31e3ff46
来源数据集: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06962937B2
来源说明: uspto-grants-2005_11

反应 SMILES

[ClH:1].[CH3:2][C:3]1([CH3:50])[C:7](=[O:8])[N:6]([C@@H:9]([CH2:25][CH:26]([CH3:28])[CH3:27])[CH2:10][NH:11][C@H:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:13][C:14]([O:16]CC)=[O:15])[C:5](=[O:29])[N:4]1[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([NH:37][C:38]([NH:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=2[CH3:47])=[O:39])=[C:33]([O:48][CH3:49])[CH:32]=1>Cl.C1COCC1>[ClH:1].[CH3:50][C:3]1([CH3:2])[C:7](=[O:8])[N:6]([C@@H:9]([CH2:25][CH:26]([CH3:28])[CH3:27])[CH2:10][NH:11][C@H:12]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:13][C:14]([OH:16])=[O:15])[C:5](=[O:29])[N:4]1[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([NH:37][C:38]([NH:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=2[CH3:47])=[O:39])=[C:33]([O:48][CH3:49])[CH:32]=1