HRID2188440

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID13152449

未命名化合物

结构：COC(=O)COc1ccc(C[C@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)OC(C)(C)C)C(=O)O)cc1C(=O)OC

HCID57019224

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccc(OCC(=O)O)c(C(=O)O)c1)C(=O)NNC(=O)CC(O)c1ccccc1

HCID57175343

未命名化合物

收率 46.5%

PROCEDURE

实验过程

Synthesis was performed from (2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-[3-(methoxycarbonyl)-4-(2-methoxy-2-oxoethoxy)phenyl]propanoic acid (100 mg, 0.18 mmol) and 3-phenylhydracrylic acid hydrazide (39 mg, 0.22 mmol) according to Method C with HPLC purification to give the title compound (58 mg) as a diasteromeric mixture. 1H-NMR (400 MHz, CD3OD) d 7.77 (1H), 5.11 (dd, J=4.6 Hz, J=8.6 Hz, 1H), 4.78 (2H), 4.70 (m, 1H), 4.24 (dd, J=5.0 Hz, J=9.3 Hz, 1H), 1.34 (s, 9H); IR (KBr) 3274, 1681, 1652, 1608 cm−1; HRMS m/z 692.2670 (calc. of monoisotopic mass for C35H40N4O11 gives 692.2694).

WORKUP

后处理

customSynthesis
customaccording to Method C with HPLC purification

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3b72f3d371194fda8613e6e254ca5fc4
来源数据集: uspto-grants-2002_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06410585B1
来源说明: uspto-grants-2002_06

反应 SMILES

[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:10]([NH:12][C@@H:13]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]([O:28]C)=[O:27])=[C:20]([C:30]([O:32]C)=[O:31])[CH:19]=1)[C:14](O)=[O:15])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:41]1([CH:47]([OH:53])[CH2:48][C:49]([NH:51][NH2:52])=[O:50])[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1>>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:10]([NH:12][C@H:13]([C:14]([NH:52][NH:51][C:49](=[O:50])[CH2:48][CH:47]([OH:53])[C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1)=[O:15])[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]([OH:28])=[O:27])=[C:20]([CH:19]=1)[C:30]([OH:32])=[O:31])=[O:11])=[O:7])([CH3:4])([CH3:2])[CH3:3]