HRID553827

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6228

N,N-Dimethylformamide

C3H7NO

HCID25517

未命名化合物

HCID2723939

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

C8H18ClN3

HCID2796029

1H-Benzotriazol-1-ol--water (1/1)

C6H7N3O2

结构：CCOC(=O)N1CCN(C(=O)[C@@H](N)CCC(=O)OC(C)(C)C)CC1

HCID66651766

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)N1CCN(C(=O)[C@H](CCC(=O)OC(C)(C)C)NC(=O)c2cc(C)nc(-c3ccccc3)n2)CC1

HCID67463479

未命名化合物

PROCEDURE

实验过程

Intermediate 86.2 (214 mg), HOBT hydrate (168 mg) and EDCI hydrochloride (210 mg) were dissolved in DMF (7 ml). After 15 min stirring, 4-((S)-2-amino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid ethyl ester (377 mg) was added and the stirring was continued overnight at RT. A saturated NH4Cl solution was added and the mixture was extracted with EA. The org. phases were dried (Na2SO4) and evaporated off. Column chromatography (EA/Hept 1/3 to 1/1) of the crude offered the compound still contaminated by some starting material. It was then taken up in EA and washed with a Na2CO3 solution, dried and evaporated off to give 462 mg of the pure desired compound.

WORKUP

后处理

waitthe stirring was continued overnight at RT
extractionthe mixture was extracted with EA
dry with materialphases were dried (Na2SO4)
customevaporated off
washwashed with a Na2CO3 solution
customdried
customevaporated off

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-0610ada155494cdbb256f1f17b3f32d4
来源数据集: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08048881B2
来源说明: uspto-grants-2011_11

反应 SMILES

[CH:1]1[CH:6]=[C:5]2N=NN(O)[C:4]2=[CH:3][CH:2]=1.O.[CH3:12][CH2:13][N:14]=[C:15]=[N:16][CH2:17][CH2:18]CN(C)C.Cl.[CH2:24]([O:26][C:27]([N:29]1[CH2:34][CH2:33][N:32]([C:35](=[O:47])[C@@H:36]([NH2:46])[CH2:37][CH2:38][C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])[CH2:31][CH2:30]1)=[O:28])[CH3:25].[NH4+].[Cl-].CN([CH:53]=[O:54])C>>[CH2:24]([O:26][C:27]([N:29]1[CH2:30][CH2:31][N:32]([C:35](=[O:47])[C@@H:36]([NH:46][C:53]([C:17]2[CH:18]=[C:13]([CH3:12])[N:14]=[C:15]([C:5]3[CH:4]=[CH:3][CH:2]=[CH:1][CH:6]=3)[N:16]=2)=[O:54])[CH2:37][CH2:38][C:39]([O:41][C:42]([CH3:43])([CH3:45])[CH3:44])=[O:40])[CH2:33][CH2:34]1)=[O:28])[CH3:25]