HRID216919

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2724994

未命名化合物

结构：CC(C)(C)OC(=O)NC1(C(=O)N[C@@H](Cc2ccc(-c3ccc(OS(C)(=O)=O)cc3)cc2)C(N)=O)CCOCC1

HCID59568621

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)NC1(C(=O)N[C@H](C#N)Cc2ccc(-c3ccc(OS(C)(=O)=O)cc3)cc2)CCOCC1

HCID59568586

未命名化合物

收率 117.9%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

(S)-4′-(3-Amino-2-(4-(tert-butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-3-oxopropyl)biphenyl-4-yl methanesulfonate (Example 6, step (i), 234 mg) in dichloromethane (8 mL) was treated with Burgess' reagent (199 mg) and the mixture was stirred at room temperature for 18 h. It was partially evaporated and then purified by chromatography on silica using diethyl ether and then 1:1 ethyl acetate/isohexane as eluent to a afford the sub-titled compound as a white solid (267 mg).

WORKUP

后处理

customIt was partially evaporated
custompurified by chromatography on silica

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d41edf7901e84abf88064f54e6492c69
来源数据集: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08193239B2
来源说明: uspto-grants-2012_06

反应 SMILES

[CH3:1][S:2]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C@H:19]([NH:23][C:24]([C:26]3([NH:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[O:25])[C:20]([NH2:22])=O)=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)(=[O:4])=[O:3].CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC>ClCCl>[CH3:1][S:2]([O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:13]=[CH:14][C:15]([CH2:18][C@H:19]([NH:23][C:24]([C:26]3([NH:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[O:25])[C:20]#[N:22])=[CH:16][CH:17]=2)=[CH:10][CH:11]=1)(=[O:3])=[O:4]