HRID1822088

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID702

Ethanol

C2H6O

HCID8471

Triethylamine

C6H15N

HCID443297

未命名化合物

结构：CCOC(=O)N1CCN(C(=O)[C@@H](N)Cc2cccc(C#N)c2)CC1.O=C1C(I)=CC(=C(c2cc(I)c([O-])c(I)c2)c2ccccc2C(=O)[O-])C=C1I.[Na+].[Na+]

HCID131727689

未命名化合物

PRODUCTS

生成物

结构：CCON1CCN(C(=O)[C@@H](N)Cc2cccc(C(=N)NO)c2)C(=C=O)C1.O=C1C(I)=CC(=C(c2cc(I)c([O-])c(I)c2)c2ccccc2C(=O)[O-])C=C1I.[Na+].[Na+]

HCID178473919

未命名化合物

PROCEDURE

实验过程

TIPPS-3-cyano-(L)-phenylalanine-4-ethoxycarbonylpiperazide (130 g; 196 mmol; 90% purity), hydroxylamine hydrochloride (22 g; 313 mmol) and triethylamine (63 g; 626 mmol) were dissolved in 470 ml of ethanol and stirred at RT for 1 day. After evaporating the solvent, the residue was taken up in 300 ml of ethyl acetate and extracted in each case 2× with 5% KHSO4, 5% NaHCO3 and distilled water. After evaporating the solvent, the crude product was dried under vacuum and then recrystallized from ethyl acetate/ether.

WORKUP

后处理

customAfter evaporating the solvent
extractionextracted in each case 2× with 5% KHSO4, 5% NaHCO3
distillationdistilled water
customAfter evaporating the solvent
dry with materialthe crude product was dried under vacuum
customrecrystallized from ethyl acetate/ether

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1d7b94700a4841038f2a61a44e86e6fa
来源数据集: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07608623B2
来源说明: uspto-grants-2009_10

反应 SMILES

[CH:1]1[CH:6]=[C:5]([C:7]([C:17]2[CH:22]=[C:21]([I:23])[C:20]([O-:24])=[C:19]([I:25])[CH:18]=2)=[C:8]2[CH:14]=[C:13]([I:15])[C:11](=[O:12])[C:10]([I:16])=[CH:9]2)[C:4]([C:26]([O-:28])=[O:27])=[CH:3][CH:2]=1.[Na+:29].[Na+].C(OC([N:36]1[CH2:41][CH2:40][N:39]([C:42](=[O:54])[C@H:43]([CH2:45][C:46]2[CH:51]=[CH:50][CH:49]=[C:48]([C:52]#[N:53])[CH:47]=2)[NH2:44])[CH2:38][CH2:37]1)=O)C.Cl.[NH2:56][OH:57].C(N(CC)CC)C.[CH2:65]([OH:67])[CH3:66]>>[CH:1]1[CH:6]=[C:5]([C:7]([C:8]2[CH:9]=[C:10]([I:16])[C:11]([O-:12])=[C:13]([I:15])[CH:14]=2)=[C:17]2[CH:18]=[C:19]([I:25])[C:20](=[O:24])[C:21]([I:23])=[CH:22]2)[C:4]([C:26]([O-:28])=[O:27])=[CH:3][CH:2]=1.[Na+:29].[Na+:29].[CH2:65]([O:67][N:36]1[CH2:37][CH2:38][N:39]([C:42](=[O:54])[C@H:43]([CH2:45][C:46]2[CH:51]=[CH:50][CH:49]=[C:48]([C:52](=[NH:53])[NH:56][OH:57])[CH:47]=2)[NH2:44])[C:40](=[C:26]=[O:28])[CH2:41]1)[CH3:66]